Dichloromethane → Benzeneacetyl chloride, 4-bromo-

HRID 1769192Notes

Reaction equation

HRID 1769192 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Br:7][C:8]1[CH:13]=[CH:12][C:11](CC(O)=O)=[CH:10][CH:9]=1.C(Cl)Cl>CN(C)C=O>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:1][C:2]([Cl:4])=[O:3])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 74654Benzeneacetic acid, 4-bromo-

Product 1

HCID 181552Benzeneacetyl chloride, 4-bromo-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Initially, oxalyl chloride is added to an equimolar amount of p-bromophenylacetic acid (13) in an inert solvent, preferably methylene chloride, at about room temperature, with a catalytic amount of dimethylformamide. The mixture is stirred for about 30 minutes, after which the product, p-bromophenylacetyl chloride (14), is isolated by conventional means.

Sources & evidence

ORD record
ord-95273adc01814d45aef64aa4dc3ed6d9
Source dataset
uspto-grants-1995_01
Patent number
US05380739

Reaction notes

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