4-Methoxybenzenethiol → 2-(4-Methoxy-phenylsulfanyl)-hexanoic acid ethyl ester

HRID 2305839Notes

Reaction equation

Br[CH:2]([CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([SH:20])=[CH:16][CH:15]=1>>[CH2:6]([O:5][C:3](=[O:4])[CH:2]([S:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][CH3:12])=[CH:15][CH:16]=1)[CH2:8][CH2:9][CH2:10][CH3:11])[CH3:7]

Participants

Reactant 2

HCID 127654-Methoxybenzenethiol

HCID 79072Ethyl 2-bromohexanoate

Product 1

HCID 537081252-(4-Methoxy-phenylsulfanyl)-hexanoic acid ethyl esterYield 98%

Procedure

2-(4-Methoxy-phenylsulfanyl)-hexanoic acid ethyl ester was prepared according to the general method as outlined in Example 1. Starting from ethyl 2-bromo,hexanoate (7 g, 32 mmol) and 4-methoxybenzenethiol (4.2 g, 30 mmol), 8.3 g of the product was isolated. Yield 98%; Light yellow oil; MS: 283 (M+H)+.

Sources & evidence

ORD record: ord-3aefa22e61d947ebbe8da67f1437dd84
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06441023B1

Reaction notes

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