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′-trifluoromethyl acetophenone (40.0 g), sodium formate (40.0 g) and methanol (200 ml) was stirred with heating under reflux for 6 hours. There action mixture was concentrated and poured into water (500 ml). The precipitated crystals were filtered, washed with water, and air-dried to give crystals of 2-hydroxy-4′-trifluoromethyl acetophenone (24.5 g, 80%). Melting point 112-114° C.
Workup
- temperaturewith heating
- temperatureunder reflux for 6 hours
- concentrationThere action mixture was concentrated
- additionpoured into water (500 ml)
- filtrationThe precipitated crystals were filtered
- washwashed with water
- customair-dried
Sources & evidence
- ORD record
- ord-6f635909996644558033b6aea5831bc4
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06605629B1
Reaction notes
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