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

HRID 2230641Notes

Reaction equation

HRID 2230641 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-d4a1a3f0e1974c44b76f8109dc6a0c2f
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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