Ethyl bromoacetate → Ethyl 2-(4-methoxyphenyl)sulfanylacetate

HRID 477311

Reaction equation

[C:1]1([S:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.BrC[C:16](OCC)=[O:17].CC[O-].[Na+].COC1C=CC(S)=CC=1>>[CH3:16][O:17][C:4]1[CH:5]=[CH:6][C:1]([S:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:2][CH:3]=1

Participants

Reactant 4

HCID 7748Ethyl bromoacetate

HCID 127654-Methoxybenzenethiol

HCID 97312Acetic acid, (phenylthio)-, ethyl ester

HCID 2723922Sodium ethoxide

Product 1

HCID 1482371Ethyl 2-(4-methoxyphenyl)sulfanylacetate

Procedure

The procedure is as in Example 2 for the preparation of ethyl (phenylthio)acetate starting with ethyl bromoacetate (11.7 g), a 2M ethanolic solution of sodium ethylate (35 cc) and 4-methoxythiophenol (10 g). Ethyl (4-methoxyphenylthio)acetate (13.6 g) is thereby obtained, and is used in the crude state in the subsequent syntheses.

Sources & evidence

ORD record: ord-e22bcb3c9cc84b40bb977992fca02a54
Source dataset: uspto-grants-1989_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04886835

Linked notes

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