反应详情

温度

0 °C

Sodium hydride (14.8 g, 0.616 mol of 60% dispersion in a mineral oil) was washed with toluene to remove the mineral oil and added to 100 ml of o-xylene. To this was added (R)-nicotine (10 g, 0.0617 mol). The reaction mixture was refluxed for 15 hrs, cooled to 0° C., the excess sodium hydride decomposed using dilute HCl (15%, 100 ml), the aqueous layer separated, the pH of the aqueous layer adjusted to >13 at 0° C. and extracted with dichloromethane. The solvent was then removed completely and the crude obtained was further purified by vacuum distillation at 0.1 mm Hg to get (R,S)-nicotine (6.68 g, 66.8% Y, 98.5% purity by GC, optical rotation: 0.8°)

1. washSodium hydride (14.8 g, 0.616 mol of 60% dispersion in a mineral oil) was washed with toluene
2. customto remove the mineral oil
3. additionadded to 100 ml of o-xylene
4. temperatureThe reaction mixture was refluxed for 15 hrs
5. customthe aqueous layer separated
6. customadjusted to >13 at 0° C.
7. extractionextracted with dichloromethane
8. customThe solvent was then removed completely
9. customthe crude obtained
10. distillationwas further purified by vacuum distillation at 0.1 mm Hg