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

HRID 582085Notes

Reaction equation

HRID 582085 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 invCacuo and dry to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-7609941b8e234f45a798d8f04e31586a
Source dataset
uspto-grants-1999_07
Patent number
US05922737

Reaction notes

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