CAS: 1034-49-7; (Bromomethyl)Triphenylphosphonium Bromide

该化合物是一种四硝基铵盐,其特点是磷化和溴离子;这种化合物具有三联苯组和三联苯组的中磷原子结结为三联苯基和溴甲基组,有助于其独特的反应和特性;它通常看起来像白色的白色和非白色固体的固体,在极地有机溶剂中可溶解;由于存在溴甲基组,它成为有机合成的多用途中间体,特别是在通过核细胞替代反应形成碳-碳联结的过程中.此外,三联苯磷酸会提高其作为各种化学转化中的磷剂的能力.由于其性质,它具有良好的热稳定性,但在处理时应当小心,因为它可以是黑色的,可能会在脱腐蚀时释放出有毒烟.

结构式图片

相似化合物

5293-84-5 1779-49-3 3020-28-8

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

Hydroxymethyl-triphenyl-phosphonium-bromid ethylene dibromide triphenylphosphine 1,1-dibromomethane 9-(bromomethylene)-9H-fluorene 1,1,3-Trimethyl-2-(4-brom-3-methyl-butadien-1,3-yl)-cyclohexen-2, β-Ionyliden-brommethan 9-{2-[1-Bromo-meth-(Z)-ylidene]-4,4-diphenyl-but-3-enylidene}-9H-fluorene bromomethylenecyclohexane

合成工艺路线路线简述

  • 合成目标产物 (Bromomethyl)Triphenylphosphonium Bromide 主要起始原料 Triphenylphosphine And Dibromomethane
  • (文献来源)合成步骤主要原料 Triphenylphosphine 和 Dibromomethane
Hydroxymethyltriphenylphosphonium Bromide置于三溴化磷体系中,用 苯 用作溶剂,化学反应生成溴甲基三苯基溴化磷
参考文献:膦亚甲基化学的研究:Xiii.合成三苯基膦-卤代亚甲基和-二卤代亚甲基的途径
标题:膦亚甲基化学的研究:Xiii.合成三苯基膦-卤代亚甲基和-二卤代亚甲基的途径
摘要:苯基锂对溴化(溴甲基)三苯基action的作用导致三苯基膦溴亚甲基(形式h /提取)和三苯基膦亚甲基(形式br /提取)几乎等摩尔的混合物.与碘化(碘甲基)三苯基phosph形成三苯基膦碘亚甲基和三苯基膦亚甲基的混合物,其中后者的含量约为三倍.
Doi:10.1016/s0022-328X(00)80365-4

专利信息


专利号:US-5292977-A
优先权日:1992-02-05
标题:Palladium catalyzed alkylative cyclization useful in synthesis of vitamin D and analogues
发明人:TROST BARRY M; DUMAS JACQUES
权利人:UNIV LELAND STANFORD JUNIOR
摘要:An alkylative cycloaddition method is provided that is particularly useful for the synthesis of many of the Vitamin D analogues with differing side chains. Thus, a preferred synthesis is of Vitamin D analogues having a side chain R 1 where a substantially geometrically pure first precursor having the structure ##STR1## and a second precursor are provided, the second precursor being a 1,7 enyne. These precursors are reacted in the presence of a palladium catalyst to form compounds having the structure ##STR2## where R 2 hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group, and R 3 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group.

专利号:US-5446225-A
优先权日:1992-02-05
标题:Palladium catalyzed akylative cyclization useful in syntheses of Vitamin D and analogues
发明人:TROST BARRY M; DUMAS JACQUES
权利人:UNIV LELAND STANFORD JUNIOR
摘要:An alkylative cycloaddition method is provided that is particularly useful for the synthesis of many of the Vitamin D analogues with differing side chains. Thus, a preferred synthesis is of Vitamin D analogues having a side chain R 1 where a first precursor having the structure ##STR1## with X being a halide or a pseudo halide, and a second precursor are provided, the second precursor being a 1,7 enyne. These precursors are reacted in the presence of a palladium catalyst to form compounds having the structure ##STR2## where R 2 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group, and R 3 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group.

专利号:US-5266708-A
优先权日:1989-12-01
标题 :New intermediates, process for their preparation, and their use for the synthesis of vitamins A and E
发明人:CHABARDES PIERRE F; DUHAMEL LUCETTE; DUHAMEL PIERRE; GUILLEMONT JEROME; POIRIER JEAN-MARIE
权利人:RHONE POULENC NUTRITION ANIMAL
摘要:New intermediates and processes for the preparation of vitamins A and E, which are the acetals of 5,6-dihalo-3-methyl-3-hydroxyhexanal or of 6-halo-3-hydroxy-3-methyl-5-hexenal or 3-methyl-3-hydroxy-5-hexenal, as well as processes for making the intermediates. After dehydrohalogenation and dehydration these intermediates are condensed directly with β-ionone or with 2-methyl-2-heptene-6-one to synthesize vitamins A and E respectively.

专利号:US-5120864-A
优先权日:1989-12-01
标 题:Intermediates, process for their preparation, and their use for the synthesis of vitamins a and e
发明人:CHARBARDES PIERRE F; DUHAMEL LUCETTE; DUHAMEL PIERRE; GUILLEMONT JEROME; POIRIER JEAN-MARIE
权利人:RHONE POULENC NUTRITION ANIMAL
摘要:New intermediates and processes for the preparation of vitamins A and E, which are the acetals of 5,6-dihalo-3-methyl-3-hydroxyhexanal or of 6-halo-3-hydroxy-3-methyl-5-hexenal or 3-methyl-3-hydroxy-5-hexenal, as well as processes for making the intermediates. After dehydrohalogenation and dehydration these intermediates are condensed directly with β-ionone or with 2-methyl-2-heptene-6-one to synthesize vitamins A and E respectively.

专利号:EP-0432021-A1
优先权日:1989-12-01
标题 :Intermediates, procedure for their preparation and their use in the synthesis of vitamins A and E

专利号:WO-9316022-A1
优先权日:1992-02-05
标题 :Palladium catalyzed alkylative cyclization useful in synthesis of vitamin d and analogues
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主要参考文献

参考标题:Ring Strain And Total Syntheses Of Modified Macrocycles Of The Isoplagiochin Type
作者:Andreas Speicher,Timo Backes,Kerstin Hesidens,Jürgen Kolz
摘要:Macrocycles Of The Bisbibenzyl-Type Are Natural Products That Are Found Exclusively In Bryophytes (Liverworts). The Molecular Framework Of The Subtype "Isoplagiochin" Is Of Substantial Structural Interest Because Of The Chirality Of The Entire Molecule, Which Arises From Two Biaryl Axes In Combination With Two Helical Two-Carbon Units In A Cyclic Arrangement. From A Structural As Well As A Synthetic Point Of View We Report On The Total Synthesis Of Compounds Which Possess More Rigid Two-Carbon Biaryl Bridges Like Stilbene (E Or Z) Or Even Tolane Moieties Which Were Introduced Starting With A Sonogashira Protocol. The Mcmurry Method Proved To Be A Powerful Tool For The Cyclization To These Considerably Ring-Strained Macrocycles.

合成参考文献


摘要:Broggini, G.; Borsini, E.; Piarulli, U., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 3, 570.
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