反应详情

温度

10 °C

The general procedure thus described was repeated when a solution of isopropylamine (45.0 ml) in acetonitrile (250 ml) was cooled to 10° C. and hydrogen chloride gas introduced into the solution keeping the temperature below 15° to pH 8.5±0.3. The resultant slurry was allowed to warm to room temperature and sodium cyanoborohydride (12.0 g) added in one portion and the pH readjusted to 8.5 if necessary. 6'-Hydroxyspiro-(9H-fluorene-9,3'-piperidine)-2'-one (30.0 g) was then added and the reaction mixture heated to reflux for 2 hours. The mixture was allowed to cool to room temperaure and dilute hydrochloric acid added to pH 1-2 to destroy any excess cyanoborohydride. The acetonitrile was removed under reduced pressure and the residue basified with sodium hydroxide solution (pH 11) and extracted with dichloromethane (3×100 ml) and the combined organic layers washed with sodium hydroxide solution, dried with anhydrous sodium sulphate and evaporated to give the crystalline free amine.

1. customthe temperature below 15°
2. temperatureto warm to room temperature
3. temperaturethe reaction mixture heated
4. temperatureto reflux for 2 hours
5. additionadded to pH 1-2
6. customto destroy any excess cyanoborohydride
7. customThe acetonitrile was removed under reduced pressure
8. extractionextracted with dichloromethane (3×100 ml)
9. washthe combined organic layers washed with sodium hydroxide solution
10. dry with materialdried with anhydrous sodium sulphate
11. customevaporated