1-(Bromomethyl)-4-chlorobenzene → HCID 19801015, compound

HRID 1646648Notes

Reaction equation

HRID 1646648 reaction equation
[O:1]1[CH:3]([CH2:4][CH:5]=[C:6]([CH3:8])[CH3:7])[C:2]1([CH:10]1[CH:15]([O:16][CH3:17])[CH:14]([OH:18])[CH2:13][CH2:12][C:11]1([CH2:20][S:21][CH3:22])[OH:19])[CH3:9].[Cl:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][Br:29])=[CH:26][CH:25]=1>>[Br-:29].[Cl:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][CH2:22][SH+:21][CH2:20][C:11]2([OH:19])[CH2:12][CH2:13][CH:14]([OH:18])[CH:15]([O:16][CH3:17])[CH:10]2[C:2]2([CH3:9])[O:1][CH:3]2[CH2:4][CH:5]=[C:6]([CH3:7])[CH3:8])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 19801008HCID 19801008, compound

Product 1

HCID 19801015HCID 19801015, compoundYield 70.3%

Procedure

As in Example 54, 2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-1-methylthiomethyl-1,4-cyclohexanediol (200 mg) was allowed to react with 4-chlorobenzyl bromide (1.24 g) to give 1-(4-chlorobenzyl)methylsulfoniomethyl-2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-1,4-cyclohexanediol bromide (228 mg: yield 70%) as colorless powder.

Sources & evidence

ORD record
ord-89a93040e4de459989ebfadb5b4431dd
Source dataset
uspto-grants-1993_01
Patent number
US05180735

Reaction notes

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