2-Bromo-4'-(trifluoromethyl)acetophenone → 2-Hydroxy-1-[4-(trifluoromethyl)phenyl]ethan-1-one

HRID 47932

Reaction equation

HRID 47932 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4].C([O-])=[O:16].[Na+]>CO>[OH:16][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 3219792-Bromo-4'-(trifluoromethyl)acetophenoneHCID 2723810Sodium Formate

Product 1

HCID 112871692-Hydroxy-1-[4-(trifluoromethyl)phenyl]ethan-1-oneYield 80.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-bromo-4′-trifluoromethylacetophenone (40.0 g), sodium formate (40.0 g) and methanol (200 mL) was heated under reflux and stirred for 6 h. The reaction mixture was concentrated and poured into water (500 mL). The precipitated solid was collected by filtration, washed with water and air-dried to give the title compound as crystals (24.5 g, 80%). melting point: 112-114° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated
  4. additionpoured into water (500 mL)
  5. filtrationThe precipitated solid was collected by filtration
  6. washwashed with water
  7. customair-dried

Sources & evidence

ORD record
ord-4e10606f65fc4c4ab3290ea0ed22b311
Source dataset
uspto-grants-2004_03
Patent number
US06699995B1

Linked notes

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