Acetic Anhydride → HCID 86678824, compound

HRID 1620659Notes

Reaction equation

HRID 1620659 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].C(N(CC)CC)C.[C:20](OC(=O)C)(=[O:22])[CH3:21]>C1COCC1>[C:20]([O:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([C:9]([F:10])([F:11])[F:12])[CH:4]=1)(=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 201121224-Methyl-3-(trifluoroMethyl)phenol, 97%

Product 1

HCID 86678824HCID 86678824, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-methyl-3-(trifluoromethyl)phenol (5 g) and triethylamine (4.75 mL) in THF (40 mL) was added acetic anhydride (3.48 g), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated, saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (6.04 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionsaturated aqueous sodium hydrogen carbonate solution was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-bdf06b11cfbf43cf9ed08723f0a58e86
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

Loading…