4-Methoxybenzenethiol → HCID 12052034, compound

HRID 2270341Notes

Reaction equation

Br[CH:2]([CH:8]([CH3:10])[CH3:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1>>[CH2:6]([O:5][C:3](=[O:4])[CH:2]([S:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][CH3:11])=[CH:14][CH:15]=1)[CH:8]([CH3:10])[CH3:9])[CH3:7]

Participants

Reactant 2

HCID 127654-Methoxybenzenethiol

HCID 79068Ethyl 2-bromoisovalerate

Product 1

HCID 12052034HCID 12052034, compoundYield 111.8%

Procedure

2-(4Methoxy-phenylsulfanyl)-3-methyl-butyric acid ethyl ester was prepared according to the general method as outlined in Example 1. Starting from ethyl 2-bromo-3-methyl-butanoate (20.9 g, 100 mmol) and 4-methoxybenzenethiol (14.0 g, 100 mmol), 30 g of 2-(4-methoxy-phenylsulfanyl)-3-methyl-butyric acid ethyl ester was isolated. Yield 99%; Light yellow oil; MS: 269 (M+H)+.

Workup

custom2-(4Methoxy-phenylsulfanyl)-3-methyl-butyric acid ethyl ester was prepared

Sources & evidence

ORD record: ord-c20f9d53e6494030bf36515ed3390a67
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331563B1

Reaction notes

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