p-Xylyl bromide → HCID 19801104, compound

HRID 1646649Notes

Reaction equation

HRID 1646649 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].[CH3:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][Br:29])=[CH:26][CH:25]=1>>[Br-:29].[O:1]1[CH:3]([CH2:4][CH:5]=[C:6]([CH3:7])[CH3:8])[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][SH+:21][CH2:22][CH2:23][C:24]1[CH:31]=[CH:30][C:27]([CH3:28])=[CH:26][CH:25]=1)[OH:19])[CH3:9]

Participants

3

Reactant 2

HCID 7721p-Xylyl bromideHCID 19801008HCID 19801008, compound

Product 1

HCID 19801104HCID 19801104, compoundYield 63.5%

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-methylbenzyl bromide (1.12 g) to give 2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-1-(4-methylbenzyl)methylsulfoniomethyl-1,4-cyclohexanediol bromide (198 mg: yield 56%) as colorless powder.

Sources & evidence

ORD record
ord-de0579ba43754b0486fff9c9510ed784
Source dataset
uspto-grants-1993_01
Patent number
US05180735

Reaction notes

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