反应详情

温度

-40 °C

Butyl lithium (65.7 mL of 2.1M solution, 138 mmol) was added to a solution of N-isopropylcyclohexylamine in 100 mL tetrahydrofuran at -20° C. After stirring for 1 hour and cooling to -40° C., ethyl butyrate (16.0 g, 138 mmol) was added. After stiring for an additional hour and further cooling to -70° C., 4,4'-difluorobenzophenone (15 g, 68.8 mmol) was added. The solution was stirred for 3 hours at -70° C., allowed to warm to 20° C. during the next 5 hours and stirred at 20° C. for 8 hours. The reaction was quenched with 2N hydrochloric acid and the mixture extracted with diethyl ether. The extracts were dried and concentrated in vacuo. The residue was crystallized from hexane to give 11.7 g of the title compound; m.p. =99°-101° C.

1. waitAfter stiring for an additional hour
2. temperaturefurther cooling to -70° C.
3. stirringThe solution was stirred for 3 hours at -70° C.
4. temperatureto warm to 20° C. during the next 5 hours
5. stirringstirred at 20° C. for 8 hours
6. customThe reaction was quenched with 2N hydrochloric acid
7. extractionthe mixture extracted with diethyl ether
8. customThe extracts were dried
9. concentrationconcentrated in vacuo
10. customThe residue was crystallized from hexane