反应详情

Sodium hydride (7.1 g, 0.3 mol) was dispersed in 200 ml DMF and added with (1S,2S)-cyclohexane-1,2-diol (11.42 g, 98.3 mmol) while cooling with ice. The mixture after being cooled with ice for another one hour was reacted at room temperature for 2 hours and cooled again, followed by addition of p-fluorobenzonitrile (25 g, 206 mmol). After the reaction was continued overnight, the mixture was added carefully with 5 ml water to inactivate excess sodium hydroxide, followed by distillation of DMF in pressure. The residue was added with 200 ml water and then extracted with ethyl acetate, followed by washing with a saturated solution of sodium chloride thereby obtaining a coarse crystalline product. The crystalline product was then recrystallized from 200 ml isopropanol thereby obtaining the intended product (26.2 g, 82.3 mmol, 84%).

1. temperaturewhile cooling with ice
2. temperatureThe mixture after being cooled with ice for another one hour
3. customwas reacted at room temperature for 2 hours
4. temperaturecooled again
5. distillationfollowed by distillation of DMF in pressure
6. additionThe residue was added with 200 ml water
7. extractionextracted with ethyl acetate
8. washby washing with a saturated solution of sodium chloride
9. customthereby obtaining a coarse crystalline product
10. customThe crystalline product was then recrystallized from 200 ml isopropanol