HRID65172

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

结构：CCCCC[C@H]1CC[C@H](c2ccc(-c3ccc(CBr)cc3)cc2)CC1

HCID178444252

未命名化合物

PRODUCTS

生成物

结构：CCCCC[C@H]1CC[C@H](c2ccc(-c3ccc(C[P+](c4ccccc4)(c4ccccc4)c4ccccc4)cc3)cc2)CC1.[Br-]

HCID178444282

未命名化合物

收率 80%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID7237

o-Xylene

C8H10

CONDITIONS

反应条件

温度: 160 °C

PROCEDURE

实验过程

A mixture of 2.63 g of 4-(bromomethyl)-4'-(trans-4-pentylcyclohexyl)biphenyl and 2.2 g of triphenylphosphine in 150 ml of o-xylene was heated to reflux (bath temperature 160° C.) for 15 hours in a sulphonation flask under argon gasification. After cooling, the white precipitate formed was filtered off, washed several times with benzene and dried in a high vacuum (0.1 mmHg) at 80° C. for 1 hour. There were obtained 3.48 g (80%) of [[4'-(trans-4-pentylcyclohexyl)-4-biphenylyl]methyl]triphenylphosphonium bromide as a white powder (m.p. 263°-265° C.) which was used in the following Wittig reaction without additional purification.

WORKUP

后处理

temperaturewas heated
temperatureAfter cooling
customthe white precipitate formed
filtrationwas filtered off
washwashed several times with benzene
customdried in a high vacuum (0.1 mmHg) at 80° C. for 1 hour

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4459b77d1b48449a94e80b1e81463898
来源数据集: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04613208
来源说明: uspto-grants-1986_09

反应 SMILES

[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C@H:15]3[CH2:20][CH2:19][C@H:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[C:26]1([P:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CC1C=CC=CC=1C>[Br-:1].[CH2:21]([C@H:18]1[CH2:17][CH2:16][C@H:15]([C:12]2[CH:11]=[CH:10][C:9]([C:6]3[CH:7]=[CH:8][C:3]([CH2:2][P+:32]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=4)=[CH:4][CH:5]=3)=[CH:14][CH:13]=2)[CH2:20][CH2:19]1)[CH2:22][CH2:23][CH2:24][CH3:25]