Acetic Anhydride → Acetic acid-2-trifluoromethoxyphenyl ester

HRID 385148Notes

Reaction equation

HRID 385148 reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].C(N(CC)CC)C.[C:20](OC(=O)C)(=[O:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][C:20](=[O:22])[CH3:21]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 27772992-(Trifluoromethoxy)phenol

Product 1

HCID 20717723Acetic acid-2-trifluoromethoxyphenyl ester

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-trifluoromethoxyphenol (10.00 g) was dissolved in chloroform (30 mL), and triethylamine (6.11 mL) and acetic anhydride (6.37 mL) was added to the solution, and then the mixture was stirred at room temperature for 2 hours. To the reaction solution, 10% potassium carbonate was added, and then the mixture was extracted with chloroform. The organic layer was washed with an aqueous 5% citric acid solution and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (11.39 g) as a colorless oily substance.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with an aqueous 5% citric acid solution and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-4e02bb7a1d944516a07b4431bdf03a3b
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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