Acetic Anhydride → 2,3,4-Trifluorophenyl acetate

HRID 71216

Reaction equation

HRID 71216 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[OH:10].[C:11](OC(=O)C)(=[O:13])[CH3:12].C(N(CC)CC)C>C1COCC1>[C:11]([O:10][C:3]1[CH:4]=[CH:5][C:6]([F:9])=[C:7]([F:8])[C:2]=1[F:1])(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 1231742,3,4-Trifluorophenol

Product 1

HCID 299229852,3,4-Trifluorophenyl acetate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 2,3,4-trifluorophenol (5.2 g) and acetic anhydride (3.98 mL) in THF (50 mL) was added triethylamine (5.87 mL) at room temperature, and the mixture was stirred for 1 hr and concentrated under reduced pressure. Water and ethyl acetate were added to the residue, the organic layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (6.70 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionWater and ethyl acetate were added to the residue
  3. customthe organic layers were separated
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. washThe combined organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8451f74148894d1993c5a281b7a2c4f3
Source dataset
uspto-grants-2014_09
Patent number
US08822699B2

Linked notes

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