CAS: 818-72-4; Oct-1-Yn-3-Ol

该化合物是含有分子式C8H14O的乙炔醇.该化合物的特征是终端烷类组和三碳的氢氧基组,使其成为有机合成的多功能中间体.其反应功能组有助于应用交叉反应,聚合化学和特殊化学品的生产.该化合物的结构还能够用作香味和口味的构件.普通有机溶剂中温和的沸点和溶液,1-Octyn-3-ol适合于需要精确的功能组控的实验室和工业流程.

结构式图片

相似化合物

7383-19-9 32556-71-1 32556-70-0

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号834-16-2 2-°Ct-1-yn-3-yl... | CAS号66-25-1 正己醛 | CAS号4301-14-8 乙炔基溴化镁 | CAS号74-86-2 乙炔 | CAS号60134-93-2 tert-butyl-dime... | CAS号629-05-0 1-辛炔 | CAS号69498-66-4 1-(trimethylsil... | CAS号27593-19-7 °Ct-1-yn-3-one | CAS号75-24-1 三甲基铝 | CAS号1066-26-8 乙炔化钠,二甲苯溶液 | CAS号104681-93-8 2,2-dimethoxy°C... | CAS号32556-71-1 (S)-3-羟基-1-辛炔 | CAS号32556-70-0 (R)-(+)-1-辛炔-3-醇 | CAS号13505-32-3 N-(对甲苯磺酰基)-L-苯丙氨酸 | CAS号135628-89-6 (S)-1-°Ctyn-3-y... | CAS号108965-86-2 methyl (2Z,4Z)-... | CAS号108965-84-0 methyl (2Z,4E)-... | CAS号4493-42-9 2,4-葵二烯酸甲酯

合成工艺路线路线简述

  • 69498-66-4 = 818-72-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol; 2 H,Rt
    标题:Styrene As 4π-Component In Zn(Ii)-Catalyzed Intermolecular Diels-Alder/ene Tandem Reaction
    作者:Zheng,Min; Et Al
    参考文献:Organic Letters 日期:2016 卷标:18(15) 页码:3554-3557]

    1111-64-4 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran,Hexane; 1 H,-78 °C1.2 Reagents: Water Solvents: Tetrahydrofuran,Hexane; Rt
    标题:Palladium-Catalyzed Silastannation Of Secondary Propargylic Alcohols And Their Derivatives
    作者:Nielsen,Thomas E.; Et Al
    参考文献:Synthesis 日期:2004 卷标:(9) 页码:1381-1390]

    834-16-2 = 818-72-4
    反应条件:1.1 Reagents: Methanol Catalysts: Trichloroisocyanuric Acid; 6 H,Rt
    标题:Efficient Tetrahydropyranylation Of Alcohols And Detetrahydropyranylation Reactions In The Presence Of Catalytic Amount Of Trichloroisocyanuric Acid (Tcca) As A Safe,Cheap Industrial Chemical
    作者:Firouzabadi,Habib; Et Al
    参考文献:Synthetic Communications 日期:2004 卷标:34(19) 页码:3623-3630]

    834-16-2 = 818-72-4
    反应条件:1.1 Catalysts: 1,4-Benzenedicarboxaldehyde,Polymer With Benzenamine,4-Methylbenzenesulfonate ... Solvents: Methanol; 3 H,Rt
    标题:Aniline-Terephthalaldehyde Resin P-Toluenesulfonic Acid (Atrt) Salt As Efficient Mild Polymeric Solid Acid Catalyst
    作者:Tanemura,Kiyoshi; Et Al
    参考文献:Tetrahedron Letters 日期:2013 卷标:54(49) 页码:6740-6743]

    403857-69-2 = 818-72-4
    反应条件:1.1 Reagents: Carbon Tetrabromide Solvents: Isopropanol
    标题:An Efficient And Highly Selective Deprotecting Method For β-(Trimethylsilyl)Ethoxymethyl Ethers
    作者:Chen,Ming-Yi; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2002 卷标:67(4) 页码:1384-1387]

    1066-54-2 = 818-72-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 15 Min,-78 °C1.2 Solvents: Tetrahydrofuran; -78 °C; 3 H,-78 °C1.3 Reagents: Ammonium Chloride Solvents: Water1.4 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0 °C; 15 Min,0 °C1.5 Reagents: Ammonium Chloride Solvents: Water
    标题:Rhodium(I)-Catalyzed Stereoselective [4+2] Cycloaddition Of Oxetanols With Alkynes Through C(Sp3)-C(Sp3) Bond Cleavage
    作者:Guo,Rui; Et Al
    参考文献:Chemical Science 日期:2017 卷标:8(4) 页码:3002-3006]

    27593-19-7 = 818-72-4
    反应条件:1.1 Catalysts: Lithium(1+),Tris(Tetrahydrofuran)-,(T-4)-Bis[(1R)-2′-(Mercapto-Ks)[1,1′-Binaph... Solvents: Tetrahydrofuran1.2 Reagents: Catecholborane1.3 Reagents: Hydrochloric Acid Solvents: Water
    标题:Enantioselective Reduction Of Prochiral Ketones By Catecholborane Catalyzed By Chiral Group 13 Complexes
    作者:Blake,Alexander J.; Et Al
    参考文献:Chemistry - A European Journal 日期:2000 卷标:6(19) 页码:3586-3594]

    27593-19-7 = 818-72-4 [标题:Reaction Conditions
    标题:Product Subclass 38: Trialkylboranes
    作者:Zaidlewicz,M.; Et Al
    参考文献:Science Of Synthesis 日期:2004 卷标:6 页码:1097-1215]

    = 818-72-4
    反应条件:1.1 Reagents: Carbon Tetrabromide Solvents: Methanol
    标题:A Novel,Highly Efficient And Selective Desilylation Method For Trialkylsilyl Ethers
    作者:Lee,Adam Shih-Yuan; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(29) 页码:5249-5252]

    148118-60-9 = 818-72-4
    反应条件:1.1 Reagents: Carbon Tetrabromide Solvents: Methanol
    标题:A Novel,Highly Efficient And Selective Desilylation Method For Trialkylsilyl Ethers
    作者:Lee,Adam Shih-Yuan; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(29) 页码:5249-5252]

    = 818-72-4
    反应条件:1.1 Catalysts: Triacylglycerol Lipase
    标题:Chemo-Enzymic Synthesis Of 13-S-Hydroxyoctadecadienoic Acid (13-S-Hode)
    作者:Chan,Cecil; Et Al
    参考文献:Biocatalysis 日期:1990 卷标:3(1-2) 页码:111-18]

    = 818-72-4
    反应条件:1.1 Catalysts: Triacylglycerol Lipase
    标题:Chemo-Enzymic Synthesis Of 13-S-Hydroxyoctadecadienoic Acid (13-S-Hode)
    作者:Chan,Cecil; Et Al
    参考文献:Biocatalysis 日期:1990 卷标:3(1-2) 页码:111-18]

    54315-33-2 = 818-72-4
    反应条件:1.1 Catalysts: Triacylglycerol Lipase
    标题:Chemo-Enzymic Synthesis Of 13-S-Hydroxyoctadecadienoic Acid (13-S-Hode)
    作者:Chan,Cecil; Et Al
    参考文献:Biocatalysis 日期:1990 卷标:3(1-2) 页码:111-18]

    131928-11-5 = 818-72-4
    反应条件:1.1 Catalysts: Triacylglycerol Lipase
    标题:Chemo-Enzymic Synthesis Of 13-S-Hydroxyoctadecadienoic Acid (13-S-Hode)
    作者:Chan,Cecil; Et Al
    参考文献:Biocatalysis 日期:1990 卷标:3(1-2) 页码:111-18]

    1111-64-4 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran,Water
    标题:Preparation Of Monolithium Acetylide In Tetrahydrofuran. Reaction With Aldehydes And Ketones
    作者:Midland,M. Mark
    参考文献:Journal Of Organic Chemistry 日期:1975 卷标:40(15) 页码:2250-2]

    = 818-72-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran1.2 -1.3 Reagents: Hydrochloric Acid
    标题:Preparation And Use Of Lithium Acetylide: 1-Methyl-2-Ethynyl-Endo-3,3-Dimethyl-2-Norbornanol [preparation]
    作者:Midland,M. Mark; Et Al
    参考文献:Organic Syntheses 日期:1990 卷标:68 页码:14-24]

    = 818-72-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane
    标题:Disproportionation Of Monolithium Acetylide Into Dilithium Carbide And Acetylene Is A Reversible Reaction In Tetrahydrofuran At 0 °C
    作者:Mortier,Jacques; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1998 卷标:63(10) 页码:3515-3516]

    = 818-72-4
    反应条件:1.1 Reagents: Ethylmagnesium Bromide Solvents: Tetrahydrofuran; 45 Min,-20 - 10 °C1.2 < -30 °C; < -30 °C -> Rt1.3 Reagents: Ammonium Chloride Solvents: Water; 0 °C -> Rt
    标题:Studies On The Cu(I)-Catalyzed Regioselective Anti-Carbometalation Of Secondary Terminal Propargylic Alcohols
    作者:Lu,Zhan; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2006 卷标:71(7) 页码:2655-2660]

    162128-06-5 = 818-72-4
    反应条件:1.1 Catalysts: Carbon Tetrabromide Solvents: Isopropanol
    标题:A Simple And Highly Efficient Deprotecting Method For Methoxymethyl And Methoxyethoxymethyl Ethers And Methoxyethoxymethyl Esters
    作者:Shih-Yuan Lee,A.; Et Al
    参考文献:Tetrahedron 日期:2001 卷标:57(11) 页码:2121-2126]

    39764-94-8 = 818-72-4
    反应条件:1.1 Catalysts: Carbon Tetrabromide Solvents: Isopropanol
    标题:A Simple And Highly Efficient Deprotecting Method For Methoxymethyl And Methoxyethoxymethyl Ethers And Methoxyethoxymethyl Esters
    作者:Shih-Yuan Lee,A.; Et Al
    参考文献:Tetrahedron 日期:2001 卷标:57(11) 页码:2121-2126]

    834-16-2 = 818-72-4
    反应条件:1.1 Catalysts: Carbon Tetrabromide Solvents: Methanol
    标题:A Simple And Efficient Hydrolyzing Method For Tetrahydropyranyl Ethers
    作者:Lee,Adam Shih-Yuan; Et Al
    参考文献:Tetrahedron Letters 日期:1999 卷标:40(7) 页码:1323-1326]

    1066-54-2 = 818-72-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -78 °C; 1 H,-78 °C1.2 30 Min,-78 °C; 30 Min,-78 °C -> Rt1.3 Reagents: Water; Rt1.4 Reagents: Potassium Carbonate Solvents: Methanol; 2 H,Rt
    标题:Gold-Catalyzed Ethynylation Of Arenes
    作者:De Haro,Teresa; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2010 卷标:132(5) 页码:1512-1513]

    4301-14-8 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran; 0 °C; 3.5 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:A General Convergent Strategy For The Synthesis Of Tetrasubstituted Furan Fatty Acids (Fufas)
    作者:Wang,Yamin; Et Al
    参考文献:Chemrxiv 日期:2019 卷标:1 页码:1-19]

    4301-14-8 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran; 0 °C -> Rt; 3 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Diversification Of Ortho-Fused Cycloocta-2,5-Dien-1-One Cores And Eight To Six-Ring Conversion By σ Bond C-C Cleavage
    作者:Eccleshare,Lee; Et Al
    参考文献:Chemistry - A European Journal 日期:2016 卷标:22(35) 页码:12542-12547]

    4301-14-8 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran; 0 °C
    标题:Biosynthesis Of The Spiroacetal Suite In Bactrocera Tryoni
    作者:Booth,Yvonne K.; Et Al
    参考文献:Chembiochem 日期:2011 卷标:12(1) 页码:155-172]

    27593-19-7 = 818-72-4 [标题:Reaction Conditions
    标题:Product Class 3: Propargylic Alcohols
    作者:Forgione,P.; Et Al
    参考文献:Science Of Synthesis 日期:2008 卷标:36 页码:531-571]

    60134-93-2 = 818-72-4
    反应条件:1.1 Catalysts: Nitrosonium Tetrafluoroborate Solvents: Methanol; 4.0 H,Rt
    标题:Catalytic Removal Of Tert-Butyldimethylsilyl (Tbs) And Tetrahydropyranyl (Thp) Groups From Protected Alcohols By No+bf4- In Methanol
    作者:Wang,Jian Tao; Et Al
    参考文献:Chinese Science Bulletin 日期:2010 卷标:55(25) 页码:2803-2806]

    60134-93-2 = 818-72-4
    反应条件:1.1 Reagents: Carbon Tetrabromide Solvents: Methanol
    标题:A Novel,Highly Efficient And Selective Desilylation Method For Trialkylsilyl Ethers
    作者:Lee,Adam Shih-Yuan; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(29) 页码:5249-5252]

    60134-93-2 = 818-72-4
    反应条件:1.1 Catalysts: Antimonate(1-),Hexachloro-,(Oc-6-11)-,Salt With 4-Bromo-N,N-Bis(4-Bromophenyl... Solvents: Methanol; 0.5 - 2.5 H,Rt
    标题:A Mild And Efficient Cleavage Of Tert-Butyldimethylsilyl (Tbs) And Tetrahydropyranyl (Thp) Ethers Using A Catalytic Amount Of Tbpa+.Sbcl6-
    作者:Xu,Yanfen; Et Al
    参考文献:Tetrahedron Letters 日期:2008 卷标:49(22) 页码:3634-3637]

    178110-05-9 = 818-72-4
    反应条件:1.1 Solvents: Toluene,Tetrahydrofuran
    标题:Sodium Trimethylethynylaluminate,A New Chemoselective Ethynylating Agent
    作者:Joung,Meyoung Ju; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1996 卷标:61(13) 页码:4472-4475]

    54655-07-1 = 818-72-4
    反应条件:1.1 Solvents: Tetrahydrofuran1.2 Reagents: Potassium Carbonate Solvents: Methanol
    标题:Facile Access To 2,5-Disubstituted-4-Chloromethyl-3-Iodofuran Derivatives Via Icl-Mediated Cyclization Of 1-Alkyl-2-Alkynylallylic Alcohols
    作者:Thongsornkleeb,Charnsak; Et Al
    参考文献:Tetrahedron Letters 日期:2012 卷标:53(48) 页码:6615-6619]

    = 818-72-4
    反应条件:1.1 Catalysts: Triacylglycerol Lipase
    标题:Chemo-Enzymic Synthesis Of 13-S-Hydroxyoctadecadienoic Acid (13-S-Hode)
    作者:Chan,Cecil; Et Al
    参考文献:Biocatalysis 日期:1990 卷标:3(1-2) 页码:111-18
正己醛置于potassium Carbonate体系中,用 四氢呋喃,甲醇 作为反应溶剂,化学反应生成 1-辛炔-3-醇
参考文献:通过ici介导的1-烷基-2-炔基烯丙基醇的环化反应,可轻松获得2,5-二取代-4-氯甲基-3-碘呋喃衍生物
标题:通过ici介导的1-烷基-2-炔基烯丙基醇的环化反应,可轻松获得2,5-二取代-4-氯甲基-3-碘呋喃衍生物
摘要:取代的呋喃可通过ici促进的环化反应,由无环的仲1-烷基-2-炔基烯丙基醇前体合成.用这种方法产生的呋喃结合了碘和氯原子,这对于通过许多已知方法进行进一步的精制是有用的.该方法适合于产生各种呋喃产物,这些呋喃产物可以用作合成各种生物活性分子的有用组成部分.
DOI:10.1016/j.Tetlet.2012.09.124

海关参考信息

专利信息


专利号:US-4658033-A
优先权日:1985-09-23
标题 :Synthesis of interphenylene prostaglandin analogs
发明人:LAROCK RICHARD C
权利人:UNIV IOWA STATE RES FOUND INC
摘要:New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.

专利号:US-5157167-A
优先权日:1991-06-20
标题 :Organoboron reagents for the preparation of unsubstituted propargylic alcohols
发明人:EVANS JONATHAN C; GORALSKI CHRISTIAN T
权利人:MERRELL DOW PHARMA
摘要:The novel organoboron reagent of the present invention is useful in the preparation of unsubstituted propargylic alcohols. This compound reacts with aldehydes and ketones cleanly to afford propargylic alcohols in excellent yields Unsubstituted propargylic alcohols are important synthetic intermediates in the synthesis of a number of natural products. In addition, the novel organoboron reagent of the present invention also demonstrates diastereomeric selectivity when reacted with enatiomerically pure aldehydes.

专利号:US-6333441-B1
优先权日:1992-03-09
标题:Preparation of cis—olefins
发明人:SATO FUMIE; MIYAJI KATSUAKI; AMANO TAKEHIRO
权利人:NISSAN CHEMICAL IND LTD; SATO FUMIE
摘要:A cis-olefin of the formula: R 1 —CHâ•?CH—R 2 is prepared by reducing an alkyne of the formula: R 1 —C≡C—R 2 with formic acid in the presence of a palladium catalyst. R 1 and R 2 are independently selected from the group consisting of a hydrogen atom, ester group, substituted silyl group, carboxyl group, cyano group, aliphatic C1-C20 hydrocarbon group, and phenyl group. The cis-olefin which is a useful intermediate for the synthesis of fine chemicals is selectively produced in high yields.

专利号:US-9670234-B2
优先权日:2014-07-10
标题 :Metal-catalyzed asymmetric 1,4-conjugate addition of vinylboron compounds to 2-substituted-4-oxy-cyclopent-2-en-1-ones yielding prostaglandins and prostaglandin analogs
发明人:HENSCHKE JULIAN PAUL; WU PING-YU; WU HSYUEH-LIANG; WEN WEN-HSIEN
权利人:SCINOPHARM TAIWAN LTD
摘要:This invention provides a novel method for the preparation of 2,3-disubstituted -4-oxy-cyclopentan1-one compounds that are useful for the synthesis of prostaglandins and prostaglandin analogs of industrial relevance. The method comprises the metal-catalyzed asymmetric 1,4-conjugate addition of vinylboron compounds to 2-substituted -4-oxy-cyclopent-2-en-1-ones. This method relies on the use of less toxic, easily-handled reagents, and can be performed under milder conditions than offered by some conventional methods, affording 2,3-disubstituted-4-oxy-cyclopentan-1-one compounds enantio- and diastereoselectively, which are precursors to the said prostaglandin and prostaglandin analogs, in high yield.

专利号:US-6774229-B2
优先权日:1999-11-21
标 题 :Coupling condensation synthesis of heterocycles
发明人:MUELLER THOMAS; ANSORGE MARKUS
权利人:MORPHOCHEM AG
摘要:The invention relates to a process for the preparation of heterocycles, characterised in that the following components: n i) a propargyl derivative of the general structural formula I n  a wherein Het is an optionally substituted hetero atom and A is a substituted or unsubstituted aromatic entity, a substituted or unsubstituted aromatic heterocycle, a substituted or unsubstituted vinyl arene and/or a derivative thereof, an olefin, an alkyne, an acceptor group or a nitrile; n (ii) a compound of the general structural formula II, n n n B—X  II, n n n  wherein B is an electron-deficient substituted or unsubstituted aromatic entity with or without an acceptor group, an electron-deficient substituted or unsubstituted heteroaromatic entity with or without an acceptor group, an electron-deficient olefin and/or alkyne, a metal complex, and X is a leaving group; n (iii) a nucleophile of the general structural formula III, n n n Y—C n —Z  III, n n n  wherein Y and/or Z, each independently of the other, is an amino group, thio group (mercapto group), seleno group, telluro group, hydroxy group (alcohol group), imido group, carbonyl group, thiocarbonyl group, selenocarbonyl group, tellurocarbonyl group; C is a substituted or unsubstituted C atom, a substituted or unsubstituted or annelated CC double bond or single bond and n=0-10, preferably 1-5, preferably are reacted in a one-pot reaction by cyclocondensation to form 4- to 10-membered, preferably 5- to 7-membered, heterocyclic, aromatic or non-aromatic ring systems.

专利号:US-5637757-A
优先权日:1995-04-11
标 题 :One-pot synthesis of ring-brominated benzoate compounds
发明人:HILL JOHN E; FAVSTRITSKY NICOLAI A; MAMUZIC RASTKO I; BHATTACHARYA BHABATOSH
权利人:GREAT LAKES CHEMICAL CORP
摘要:A method of preparing tetrabromobenzoate compounds from tetrabromophthalic anhydride by reacting tetrabromophthalic anhydride with alcohol in the presence of a decarboxylation catalyst. The reaction may be carried out in an excess of alcohol, or with a near stoichiometric amount of alcohol by performing the reaction in an inert solvent.
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供应商参考报价(招募中)

品牌试剂参考报价(招募中)

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✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Negishi, E.; Wang, G., Science of Synthesis, (2010) 47, 978.
摘要:Zhang, L., Science of Synthesis Knowledge Updates, (2011) 2, 83.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 72.
摘要:Huy, P.; Czekelius, C., Science of Synthesis Knowledge Updates, (2019) 2, 147.
摘要:Vandamme, M.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2016) 1, 395.
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