4-Methoxybenzenethiol → Ethyl octanoate

HRID 1595578

Reaction equation

[CH2:1]([O:3][C:4](=[O:13])[CH:5](Br)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH3:2].COC1C=CC(S)=CC=1.C(OC(=O)C(SC1C=CC(OC)=CC=1)CCCCCC)C>>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH3:2]

Participants

Reactant 3

HCID 127654-Methoxybenzenethiol

HCID 95580Ethyl 2-bromooctanoate

HCID 114383212-(4-Methoxy-phenylsulfanyl)-octanoic acid ethyl ester

Product 1

HCID 7799Ethyl octanoate

Procedure

2-4-Methoxy-phenylsulfanyl)-octanoic acid ethyl ester was prepared according to the general method as outlined in example 9. Starting from ethyl-2-bromooctanoate (11.8 g, 47.3 mmol) and 4-methoxythiophenol (6 g, 43 mmol). Yield: 7.24 g (57%); clear oil; MS: 311.2 (M+H)+, 2-4-Methoxy-benzenesulfonyl)-octanoic acid ethyl ester was prepared according to the general method as outlined in example 9. Starting from 2-(4-methoxy-phenylsulfanyl)-octanoic acid ethyl ester (4.0 g, 13.6 mmol). Yield 3.7 g (83%); clear oil; MS: 343.3 (M+H)+.

Workup

custom2-4-Methoxy-phenylsulfanyl)-octanoic acid ethyl ester was prepared

Sources & evidence

ORD record: ord-dcd8fdfeaa8a41c2acdbf939d5c94c6b
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06288086B1

Linked notes

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