Oxalyl chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 431889Notes

Reaction equation

HRID 431889 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[C:10]([OH:12])=O.C(Cl)(=O)C([Cl:16])=O>CN(C)C=O>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([CH:5]=1)[C:10]([Cl:16])=[O:12]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 769705-Chloro-o-anisic acid

Product 1

HCID 123841765-Chloro-2-methoxybenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Chloro-O-anisic acid (187 mg, 1 mmol) was treated with a solution of oxalyl chloride (1.5 mL of 2 M in dichloromethane, 3 mmol) and a catalytic amount of N,N-dimethylformamide. The reaction was stirred at ambient temperature for 2 hours. The excess oxalyl chloride was removed in vacuo to afford 5-chloro-2-methoxybenzoyl chloride.

Workup

  1. customThe excess oxalyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-ce05064114f74a1c8daaa003414736df
Source dataset
uspto-grants-2003_12
Patent number
US06660753B2

Reaction notes

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