Oxalyl chloride → 2-Methoxy-5-(trifluoromethoxy)benzoyl chloride

HRID 323428

Reaction equation

HRID 323428 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][C:4]=1[C:5](O)=[O:6].C(Cl)(=O)C([Cl:20])=O>CN(C)C=O.ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12][C:13]([F:16])([F:15])[F:14])=[CH:8][C:4]=1[C:5]([Cl:20])=[O:6]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 27752862-methoxy-5-(trifluoromethoxy)benzoic Acid

Product 1

HCID 35805962-Methoxy-5-(trifluoromethoxy)benzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Combine 2-methoxy-5-trifluoromethoxybenzoic acid (0.6 g, 2.53 mmol) and dichloromethane (10 mL). Cool in an ice bath. Add dropwise oxalyl chloride (0.64 mL, 5.0 mmol) followed by dimethylformamide (1 drop). Warm to ambient temperature. After 3 hours, evaporate in vacuo and dry to give the title compound.

Workup

  1. temperatureCool in an ice bath
  2. customevaporate in vacuo
  3. customdry

Sources & evidence

ORD record
ord-c361cb75ded841d6b99db0d741d5e0e8
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Linked notes

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