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

HRID 1289923Notes

Reaction equation

HRID 1289923 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-chlorobut-1-ene was prepared from 4-[4-(2-benzyloxyethoxy)phenyl]-3,4-bis-(4-benzyloxypheny)-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-a95ba154881a4614aefd920b6fca6ee8
Source dataset
uspto-grants-1998_05
Patent number
US05750576

Reaction notes

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