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

HRID 1584473Notes

Reaction equation

HRID 1584473 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-70c92914d1e2470f9a308849f07fe01c
Source dataset
uspto-grants-1999_08
Patent number
US05932571

Reaction notes

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