CAS: 872-32-2; 2-Methyl-1-Pyrroline

该化合物是环状五人结构的杂环化合物,含有一个氮原子;它是热利因子的衍生物,在第二个碳位置上有一个甲基组;该化合物一般没有颜色,属于黄色,具有独特的气味,通常被称为甜或花粉. 2-甲基乙基-1-丙烯,因其在合成各种化学化合物中的作用而闻名,可用作有机化学的中间体.其分子式为C5H9N,由于环状中存在氮原子,该化合物具有基本特性.该化合物在有机溶剂中溶解,在各种应用中有用,包括调味和香味工业.此外,已对其潜在的生物活动进行了研究,尽管其具体的药理效应可能各不相同.在处理和使用方面,应参考安全数据,如同任何化学物质一样.

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合成工艺路线路线简述

  • 合成目标产物 2-Methyl-1-Pyrroline 主要起始原料 5-Chloro-2-Pentanone
  • 15252-44-5 = 872-32-2
    反应条件:1.1 Catalysts: Samarium,[bis[p,P-Diphenyl-N-(Trimethylsilyl)Phosphinimyl-Kn]Methyl-Kc](η8-1,3,... Solvents: Benzene-D6; 120 °C
    标题:Cyclooctatetraene Complexes Of Yttrium And The Lanthanides With Bis(Phosphinimino)Methanides: Synthesis,Structure,And Hydroamination/cyclization Catalysis
    作者:Panda,Tarun K.; Et Al
    参考文献:Organometallics 日期:2005 卷标:24(9) 页码:2197-2202]

    84702-73-8 = 872-32-2
    反应条件:1.1 Catalysts: Triphenylphosphine Solvents: Diethyl Ether
    标题:Triphenylphosphine
    作者:Cobb,Jeff E.; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

    14468-90-7 + 917-54-4 = 872-32-2
    反应条件:1.1 Solvents: Diethyl Ether
    标题:Selective Nucleophilic Addition Reactions Of Alkyllithium Reagents With N-(Trimethylsilyl)Lactams. Synthesis Of Cyclic Ketimines
    作者:Hua,Duy H.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1990 卷标:55(11) 页码:3682-4]

    70912-52-6 = 872-32-2 [标题:Reaction Conditions
    标题:Cyclic β-Enamino Ester Decarboxylation With Boric Acid: A Convenient Synthesis Of Cyclic Imines
    作者:Bacos,Daniel; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(21) 页码:2353-4]

    5891-21-4 = 872-32-2
    反应条件:1.1 Reagents: Triphenylphosphine Solvents: Diethyl Ether
    标题:Syntheses Of Novel Carbo- And Heteropolycycles. V. Reactivity In Some Intramolecular Aza-Wittig Reactions
    作者:Eguchi,Shoji; Et Al
    参考文献:Nippon Kagaku Kaishi 日期:1987 卷标:(7) 页码:1250-4]

    917-54-4 + 5332-06-9 = 872-32-2
    反应条件:1.1 Solvents: Diethyl Ether,Benzene
    标题:Cyclization Of ω-Halonitriles With Organolithiums
    作者:Gallulo,Vincent; Et Al
    参考文献:Organic Preparations And Procedures International 日期:1989 卷标:21(3) 页码:297-301]

    87267-07-0 = 872-32-2
    反应条件:1.1 Reagents: Hydrochloric Acid
    标题:Synthesis And Thermolysis Of O-Alkyl-N-Vinylhydroxylamine Derivatives
    作者:Shatzmiller,Shimon; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1983 卷标:(6) 页码:897-905]

    5332-06-9 = 872-32-2
    反应条件:1.1 Solvents: Diethyl Ether,Benzene
    标题:Synthesis Of Cyclic Imines By Addition Of Grignard Reagents To ω-Bromonitriles
    作者:Fry,Douglas F.; Et Al
    参考文献:Synlett 日期:1994 卷标:(10) 页码:836-8]

    917-54-4 + 5264-35-7 = 872-32-2 [标题:Reaction Conditions
    标题:Reaction Of Organolithium Reagents With Lactim Ethers: Preparation Of Cyclic 2-Alkyl Imines Or 2,2-Dialkyl Amines
    作者:Zezza,Charles A.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1984 卷标:49(23) 页码:4397-9]

    848652-44-8 = 872-32-2 [标题:Reaction Conditions
    标题:Product Class 7: Imines
    作者:Tehrani,K. Abbaspour; Et Al
    参考文献:Science Of Synthesis 日期:2004 卷标:27 页码:245-312]

    91640-80-1 = 872-32-2
    反应条件:1.1 Catalysts: Iridium(1+),Dicarbonyl[2,2′-Methylenebis[1-Methyl-1H-Imidazole-Kn3]]-,(Sp-4-2)... Solvents: Thf-D8; 12 H,60 °C
    标题:Late Transition Metal Catalyzed Intramolecular Hydroamination: The Effect Of Ligand And Substrate Structure
    作者:Burling,Suzanne; Et Al
    参考文献:Organometallics 日期:2007 卷标:26(17) 页码:4335-4343]

    15252-44-5 = 872-32-2
    反应条件:1.1 Catalysts: Samarium,[bis[p,P-Diphenyl-N-(Trimethylsilyl)Phosphinimyl-Kn]Methyl-Kc](η8-1,3,... Solvents: Benzene-D6; 120 °C
    标题:A Samarium Cyclooctatetraene Complex As Catalyst For Hydroamination/cyclisation Catalysis
    作者:Zulys,Agustino; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2004 卷标:(22) 页码:2584-2585]

    15252-44-5 = 872-32-2
    反应条件:1.1 Catalysts: Potassium Tetrakis[3,5-Bis(Trifluoromethyl)Phenyl]Borate,1808207-42-2 Solvents: Benzene-D6; 1 H,Rt
    标题:Diverse Reactivity Of A Tricoordinate Organoboron L2Phb: (L = Oxazol-2-Ylidene) Towards Alkali Metal,Group 9 Metal,And Coinage Metal Precursors
    作者:Kong,Lingbing; Et Al
    参考文献:Chemical Science 日期:2015 卷标:6(5) 页码:2893-2902]

    84702-73-8 = 872-32-2
    反应条件:1.1 Reagents: Triphenylphosphine Solvents: Pentane
    标题:Reaction Of ω-Azido Ketones With Triphenylphosphine. A General Synthesis Of Cyclic Imines
    作者:Vaultier,M.; Et Al
    参考文献:Bulletin De La Societe Chimique De France 日期:1986 卷标:(1) 页码:83-92]

    84702-73-8 = 872-32-2
    反应条件:1.1 Reagents: Triphenylphosphine Solvents: Diethyl Ether
    标题:The Use Of ω-Iodo Azides As Primary Protected Electrophilic Reagents. Alkylation Of Some Carbanions Derived From Active Methylene Compounds And N,N-Dimethylhydrazones
    作者:Khoukhi,Mostafa; Et Al
    参考文献:Tetrahedron Letters 日期:1986 卷标:27(9) 页码:1031-4]

    5891-21-4 = 872-32-2
    反应条件:1.1 Reagents: Hydrazine Catalysts: Potassium Phthalimide
    标题:Preparation Of 2-Methyl-1-Pyrroline As A Photochemical Dye Intermediate
    参考文献:Poland]

    = 872-32-2
    反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water1.2 Reagents: Sodium Bicarbonate Solvents: Dichloromethane
    标题:Reactions Of N-Phosphorylated Aziridines With Dianions Derived From Ethyl Acetoacetate And 1,3-Diketones: New Route To Substituted Pyrrolines And Pyrrolidines
    作者:Osowska-Pacewicka,Krystyna; Et Al
    参考文献:Synthetic Communications 日期:1998 卷标:28(7) 页码:1127-1137]

    31536-38-6 = 872-32-2
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water1.2 Reagents: Potassium Hydroxide
    标题:Convenient Synthesis Of Melatonin Analogues: 2- And 3-Substituted -N-Acetylindolylalkylamines
    作者:Nenajdenko,Valentine G.; Et Al
    参考文献:Tetrahedron 日期:2004 卷标:60(51) 页码:11719-11724]

    5264-35-7 = 872-32-2
    反应条件:1.1 Reagents: Ammonium Chloride Solvents: Tetrahydrofuran
    标题:Certain 1-Pyrroline Derivatives
    作者:Etienne,Andre; Et Al
    参考文献:Compt. Rend. 日期:1964 卷标:259(16) 页码:2660-3]

    917-54-4 + 628-20-6 = 872-32-2
    反应条件:1.1 Solvents: Diethyl Ether,Benzene
    标题:Cyclization Of ω-Halonitriles With Organolithiums
    作者:Gallulo,Vincent; Et Al
    参考文献:Organic Preparations And Procedures International 日期:1989 卷标:21(3) 页码:297-301]

    = 872-32-2
    反应条件:1.1 -1.2 Reagents: Magnesium Oxide
    标题:A Convenient Synthesis Of Myosmine
    作者:Ravi,S.; Et Al
    参考文献:Oriental Journal Of Chemistry 日期:2000 卷标:16(3) 页码:521-523]

    = 872-32-2
    反应条件:1.1 -2.1 Catalysts: Calcium Oxide
    标题:A Convenient Synthesis Of 2-Methyl/ethyl-δ1-Pyrrolines
    作者:Ananthapadmanabhan,S.; Et Al
    参考文献:Indian Journal Of Chemistry 日期:1988 卷标:(6)]

    932-17-2 = 872-32-2
    反应条件:1.1 Catalysts: Calcium Oxide
    标题:A Convenient Synthesis Of 2-Methyl/ethyl-δ1-Pyrrolines
    作者:Ananthapadmanabhan,S.; Et Al
    参考文献:Indian Journal Of Chemistry 日期:1988 卷标:(6)
2-甲基吡咯烷置于mercury(II) Diacetate,溶剂黄146体系中,化学反应生成 2-甲基吡咯啉
参考文献:Bonnett Et Al.,Journal Of The Chemical Society,1959,P. 2087,2092
标题:Bonnett Et Al.,Journal Of The Chemical Society,1959,P. 2087,2092

专利信息


专利号:US-2007191638-A1
优先权日:2006-02-10
标 题:Processes for the synthesis of N,N'-substituted 1,3-diketimines
发明人:PARK KYUNG-HO
权利人:PARK KYUNG-HO
摘要:Processes for the synthesis of N,N′-substituted 1,3-diketimines (III) from the reaction of aliphatic ketimines with iminothioethers in the presence of base are provided. The processes are particularly useful for making aliphatic N,N′-unsymmetrically substituted 1,3-diketimines.

专利号:US-9440948-B2
优先权日:2010-09-03
标题:Nicotine compounds and analogs thereof, synthetic methods of making compounds, and methods of use
发明人:KEM WILLIAM READE; SOTI FERENC; ROUCHAUD ANNE; XING HONG; LINDSTROM JON; ANDRUD KRISTIN MARIE
权利人:KEM WILLIAM READE; SOTI FERENC; ROUCHAUD ANNE; XING HONG; LINDSTROM JON; ANDRUD KRISTIN MARIE; UNIV FLORIDA; UNIV PENNSYLVANIA
摘要:Embodiments of the present disclosure provide for compounds such as those shown in FIG. 1.1 (compounds A, B, C, and D), 2′substituted nicotine compounds, azetidine compounds, ether linked nicotine compounds (FIG. 1.2 , compounds E, F, G, and H), methods of synthesis of the compounds, methods of treatment of a condition using compounds A, B, C, D, 2′substituted nicotine compounds, azetidine compounds, or ether linked nicotine compounds, methods of selectively stimulating alpha7 nAChR and/or alpha4beta2 receptors, and the like.

专利号:US-8624035-B2
优先权日:2008-10-22
标题 :Functionalized cyanine having a silane linker arm, a method of preparing thereof and uses thereof
发明人:CAPUTO GIUSEPPE; MILETTO IVANA; BERTOLINO CHIARA ALESSANDRA; MARTRA GIANMARIO; COLUCCIA SALVATORE
权利人:CAPUTO GIUSEPPE; MILETTO IVANA; BERTOLINO CHIARA ALESSANDRA; MARTRA GIANMARIO; COLUCCIA SALVATORE; UNIV DEGLI STUDI TORINO
摘要:A silane-modified cyanine of Formula (I) includes the valence tautomers thereof: wherein R 1 is a linear, saturated or unsaturated alkyl chain, having 1 to 30 carbon atoms, wherein one or more carbon atoms are optionally substituted by a 4-, 5- or 6-membered aromatic or non aromatic cyclic grouping of carbon atoms; R 8 and R 9 are independently selected from the group consisting of —OCH 3 , —OCH 2 CH 3 , —OCH 2 CH 2 CH 3 , —OCH(CH 3 ) 2 , —OCH 2 CH 2 OCH 3 , —Cl, —Br, —I, Formula (II), Formula (III), —N(CH 3 ) 2 , Formula (IV), Formula (V), methyl, ethyl, propyl, isopropyl. The synthesis method and the use as a fluorescent marker are for inorganic solid supports, for example silica nanoparticles, and/or for biomolecules such as peptides, antibodies, DNA, RNA, etc.

专利号:US-7892297-B2
优先权日:2003-08-12
标题 :Cyanin-type compounds having an alkynyl linker arm
发明人:CAPUTO GIUSEPPE
权利人:CYANINE TECHNOLOGIES S P A
摘要:Cyanine-type fluorescent dyes modified with an alkynyl linker arm of formula (I), suitable for the conjugation of biomolecules, such as for example nucleosides, nucleotides, oligonucleotides, nucleic acids, proteins, peptides, vitamins and hormones. A method and intermediates for the synthesis of the alkynyl cyanines of the invention are also described, as well as alkynyl cyanine-biomolecule conjugates and methods for preparing thereof. The alkynyl cyanines can be advantageously used as markers for biomolecules or as quenchers.

专利号:US-8053165-B2
优先权日:2008-03-18
标 题:Hydroxyl-containing monomer, polymer, resist composition, and patterning process
发明人:KINSHO TAKESHI; OHASHI MASAKI; HASEGAWA KOJI; WATANABE TAKERU
权利人:SHINETSU CHEMICAL CO
摘要:A hydroxyl-containing monomer of formula (1) is provided wherein R 1 is H, F, methyl or trifluoromethyl, R 2 and R 3 are monovalent C 1 -C 15 hydrocarbon groups, or R 2 and R 3 may form an aliphatic ring. The monomers are useful for the synthesis of polymers which have high transparency to radiation of up to 500 nm and the effect of controlling acid diffusion so that the polymers may be used as a base resin to formulate radiation-sensitive resist compositions having a high resolution.

专利号:US-7312347-B2
优先权日:2005-09-22
标题 :Substituted optically active disphosphine compound
发明人:FUJIWARA TAKAHIRO; YOKOZAWA TOHRU
权利人:TAKASAGO PERFUMERY CO LTD
摘要:Provided is a method for producing an optically active compound, in more detail, for producing an optically active compound by asymmetric hydrogenation in a high yield and asymmetric yield. The present invention also provides a catalyst for asymmetric synthesis for the above production method, especially a catalyst for asymmetric hydrogenation, containing a transition metal complex. Further, the present invention provides a new diphosphine compound useful as a ligand of the above transition metal complex and a new transition metal complex containing the above diphosphine compound. n The present invention relates to a diphosphine compound represented by the following formula (1): n na transition metal complex using the compound, a catalyst for asymmetric synthesis comprising the above transition metal complex and a method for producing an optically active compound using the above catalyst for asymmetric synthesis.
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合成参考文献


摘要:Hannedouche, J., Science of Synthesis Knowledge Updates, (2013) 4, 6.
摘要:Batrice, R. J.; Karmel, I.-S. R.; Eisen, M. S., Science of Synthesis Knowledge Updates, (2012) 4, 180.
摘要:Hannedouche, J., Science of Synthesis Knowledge Updates, (2013) 4, 3.
摘要:Merino, P., Science of Synthesis Knowledge Updates, (2010) 4, 333.
摘要:Dekeukeleire, S.; D'hooghe, M.; De Kimpe, N., Science of Synthesis Knowledge Updates, (2011) 3, 125.
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