Ethyl bromoacetate → Ethyl [(4-Chlorophenyl)thio]acetate

HRID 477310

Reaction equation

HRID 477310 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.BrCC(OCC)=O.[Cl:21]C1C=CC(S)=CC=1>CC[O-].[Na+]>[Cl:21][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

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 7815p-ChlorothiophenolHCID 97312Acetic acid, (phenylthio)-, ethyl ester

Product 1

HCID 257604Ethyl [(4-Chlorophenyl)thio]acetate

Reagents, catalysts & solvents 1

HCID 2723922Sodium ethoxideSolvent

Procedure

The procedure is as in Example 2 for the preparation of ethyl (phenylthio)acetate starting with ethyl bromoacetate (16.7 g), a 2M ethanolic solution of sodium ethylate (50 cc) and 4-chlorothiophenol (14.5 g). Ethyl (4-chlorophenylthio)acetate (20.7 g) is thereby obtained, and is used in the crude state in the subsequent phases.

Sources & evidence

ORD record
ord-bfcc6857512a4d6088569b137be7b768
Source dataset
uspto-grants-1989_12
Patent number
US04886835

Linked notes

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