Dimethylformamide → 3-Methoxyphenylacetyl chloride

HRID 1975690Notes

Reaction equation

HRID 1975690 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11](CC(O)=O)[CH:12]=[CH:13][CH:14]=1.CN(C=O)C>C(Cl)Cl>[CH3:7][O:8][C:9]1[CH:14]=[C:13]([CH2:1][C:2]([Cl:4])=[O:3])[CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 15719(3-Methoxyphenyl)acetic acidHCID 65578Oxalyl chloride

Product 1

HCID 27332463-Methoxyphenylacetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

An excess of oxalyl chloride was added dropwise to a stirred mixture of 3-methoxyphenylacetic acid (33.2 g), DMF (4 ml) and methylene chloride (800 ml) and the mixture was stirred at ambient temperature for 65 hours. The mixture was evaporated to leave 3-methoxyphenylacetyl chloride (39.6 g).

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-155bfaf357f54b2698d7b8ebebe44ea7
Source dataset
uspto-grants-1994_02
Patent number
US05288742

Reaction notes

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