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

HRID 609801Notes

Reaction equation

HRID 609801 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-e61299c14ee7422787e696cd50497137
Source dataset
uspto-grants-1999_12
Patent number
US05998439

Reaction notes

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