Carbon Tetrachloride → 1-[4-(2-Benzyloxyethoxy)phenyl]-1,2-bis-(4-benzyloxyphenyl)-4-chlorobut-1-ene

HRID 1416346Notes

Reaction equation

HRID 1416346 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[CH:39][CH:38]=2)=[C:19]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:25][CH:24]=2)[CH2:20][CH2:21]O)=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:71]>>[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[CH:39][CH:38]=2)=[C:19]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:25][CH:24]=2)[CH2:20][CH2:21][Cl:71])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 537217944-[4-(2-Benzyloxyethoxy)phenyl]-3,4-bis-(4-benzyloxyphenyl)-but-3-en-1-ol

Product 1

HCID 543439551-[4-(2-Benzyloxyethoxy)phenyl]-1,2-bis-(4-benzyloxyphenyl)-4-chlorobut-1-ene

Procedure

1-[4-(2-benzyloxyethoxy)phenyl]-1,2-bis-(4-benzyloxyphenyl)-4-chloro-but-1-ene was prepared from 4-[4-(2-benzyloxyethoxy)phenyl]-3,4-bis-(4-benzyloxyphenyl)-but-3-en-1-ol (0.65 g, 0.98 mmol),triphenyl phosphine (0.5 g, 1.96 mmol) and carbon tetrachloride (0.74 g, 4.9 mmol) by the method described in example 2. The product was purified by flash chromatography (toluene). Yield 0.42 g.

Workup

  1. customThe product was purified by flash chromatography (toluene)

Sources & evidence

ORD record
ord-5f8d3a3b2e27487bb5a57eba6c2f0a9f
Source dataset
uspto-grants-1999_06
Patent number
US05912273

Reaction notes

Loading…