反应详情

Under a nitrogen atmosphere, 36.7 mL (0.11 mole) of methylmagnesium bromide (3.0M in diethyl ether) is stirred, and a solution of 13.8 grams (0.10 mole) of 3-chlorobenzonitrile in 50 mL of dry tetrahydrofuran is added slowly dropwise. Upon completion of addition, the reaction mixture is warmed to reflux where it is stirred for about 18 hours. After this time the reaction mixture is cooled to ambient temperature, and about 40 mL of methanol is added dropwise. Upon completion of addition, the reaction mixture is stirred for two hours and then filtered. The filtrate is then stirred for about 18 hours with 35 grams of silica gel and 100 mL of water. The mixture is filtered, and the filtrate is diluted with ethyl acetate. The mixture is then washed with water, and the organic layer is dried with magnesium sulfate. The mixture is filtered, and the filtrate is concentrated under reduced pressure, yielding methyl 3-chlorophenyl ketone.

1. additionUpon completion of addition
2. temperaturethe reaction mixture is warmed
3. temperatureto reflux where it
4. additionUpon completion of addition
5. stirringthe reaction mixture is stirred for two hours
6. filtrationfiltered
7. stirringThe filtrate is then stirred for about 18 hours with 35 grams of silica gel and 100 mL of water
8. filtrationThe mixture is filtered
9. additionthe filtrate is diluted with ethyl acetate
10. washThe mixture is then washed with water
11. dry with materialthe organic layer is dried with magnesium sulfate
12. filtrationThe mixture is filtered
13. concentrationthe filtrate is concentrated under reduced pressure