反应详情

A dry 500-ml, three-neck, round-bottomed flask equipped with a mechanical stirrer, addition funnel and a reflux condenser bearing a nitrogen inlet tube was charged with 75 ml of methanol and 4.0 g of sodium. After all the sodium had reacted, a solution containing 38.4 g of [a-(3-trifluoromethyl-benzylcarbonyl)benzyl]acetonitrile in 75 ml of methanol was added rapidly dropwise while the reaction mixture was stirred at reflux. Reflux was continued for about 16 hours after which time the reaction mixture was concentrated in vacuo. The residue was dissolved in diethyl ether and washed once with 10% hydrochloric acid. The aqueous phase was back extracted (2X) with ether and the combined organic layers were dried over magnesium sulfate and concentrated to yield a red paste. The paste was triturated with ether to yield 7.8 g of the title compound as a pale yellow solid, (MP 205° to 206° C.).

1. customA dry 500-ml, three-neck, round-bottomed flask equipped with a mechanical stirrer, addition funnel and a reflux condenser
2. additionwas added rapidly dropwise while the reaction mixture
3. temperatureat reflux
4. temperatureReflux
5. concentrationafter which time the reaction mixture was concentrated in vacuo
6. dissolutionThe residue was dissolved in diethyl ether
7. washwashed once with 10% hydrochloric acid
8. extractionThe aqueous phase was back extracted (2X) with ether
9. dry with materialthe combined organic layers were dried over magnesium sulfate
10. concentrationconcentrated
11. customto yield a red paste
12. customThe paste was triturated with ether