2-Bromo-4'-(trifluoromethyl)acetophenone → 2-Hydroxy-1-[4-(trifluoromethyl)phenyl]ethan-1-one
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
Product 1
Reagents, catalysts & solvents 1
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
- temperaturewas heated
- temperatureunder reflux
- concentrationThe reaction mixture was concentrated
- additionpoured into water (500 mL)
- filtrationThe precipitated solid was collected by filtration
- washwashed with water
- customair-dried
Sources & evidence
- ORD record
- ord-4e10606f65fc4c4ab3290ea0ed22b311
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06699995B1
Reaction notes
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