反应详情

A mixture of 619 g. of γ-Chlorobutyrophenone, ethylene ketal, 700 g. of cis-2,6-dimethylpiperidine and 16 g. of sodium iodide is stirred and heated at reflux for 48 hours. The mixture is cooled, diluted with 1 l. of anhydrous ether and filtered to remove cis-2,6-dimethylpiperidine hydrochloride. The filter cake is washed with 1 l. of ether and the filtrate and washings combined. The resulting ether solution is washed five times with 500 ml. portions of water, then extracted with a solution of 300 ml. of concentrated hydrochloric acid in 3 l. of water. The acid extract is washed with 500 ml. of ether, then heated to 70°-80° and allowed to cool to room temperature over a period of 16 hours. The resulting solution is basified with 50% aqueous sodium hydroxide and the organic layer is separated. The aqueous layer is extracted with 500 ml. of ether and the extract is combined with the organic layer. The combined extract is washed several times with water, dried and evaporated. The oily residue is distilled at reduced pressure to give cis-γ-(2,6-dimethylpiperidino)butyrophenone; b.p. 138°-141° C./0.1 mm.

1. additionA mixture of 619 g
2. temperatureheated
3. temperatureat reflux for 48 hours
4. temperatureThe mixture is cooled
5. additiondiluted with 1 l
6. filtrationof anhydrous ether and filtered
7. customto remove cis-2,6-dimethylpiperidine hydrochloride
8. washThe filter cake is washed with 1 l
9. washThe resulting ether solution is washed five times with 500 ml
10. extractionportions of water, then extracted with a solution of 300 ml
11. extractionThe acid extract
12. washis washed with 500 ml
13. temperatureof ether, then heated to 70°-80°
14. customthe organic layer is separated
15. extractionThe aqueous layer is extracted with 500 ml
16. extractionThe combined extract
17. washis washed several times with water
18. customdried
19. customevaporated
20. distillationThe oily residue is distilled at reduced pressure