Diethyl Ether → 1-(2,6-Difluorophenyl)ethan-1-one
Reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])C=1C#N.[CH3:11][Mg]Br.C([O:16][CH2:17][CH3:18])C>>[CH3:11][C:17]([C:18]1[C:2]([F:1])=[CH:9][CH:8]=[CH:7][C:6]=1[F:10])=[O:16]Participants
4
Conditions
- Temperature
- 35 °C
Procedure
2,6-Difluorobenzonitrile (20.0 g, 0.14 mol) is dissolved in anhydrous diethyl ether (30 ml) and methyl magnesium bromide (154 ml of a 2.8 M solution, 0.43 mol) is added. The whole is warmed to reflux (35° C.) overnight (16 hrs.). Then the reaction mixture is quenched in ice-water (150 ml). The resultant mixture is heated to 75° C. for 3 hours and cooled. Pure product is then extracted from the mixture using methylene chloride (17.2 g, 76.7%).
Workup
- temperatureThe whole is warmed
- customThen the reaction mixture is quenched in ice-water (150 ml)
- temperatureThe resultant mixture is heated to 75° C. for 3 hours
- temperaturecooled
- extractionPure product is then extracted from the mixture
Sources & evidence
- ORD record
- ord-cd0cf9e3441f4fb0b1bbb71e6ec0550e
- Source dataset
- uspto-grants-1984_03
- Patent number
- US04438271
Reaction notes
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