反应详情

A 2M solution of phenyl lithium in benzene-ether (70 to 30), 100 ml., is added to 100 ml. of dry ether with stirring under a nitrogen atmosphere. The mixture is stirred and cooled to 0°-5° while a solution of 20 g. of cis-2,6-dimethyl-1-piperidinebutyric acid, methyl ester, in 100 ml. of dry ether is added slowly over a period of 15 minutes. After the addition is complete, the mixture is stirred an additional 2.5 hours at 0°-5°, then treated dropwise with 30 ml. of water. The organic layer is separated, washed with water and extracted with an excess of dilute acetic acid. The acid extract is washed with ether, basified with aqueous sodium hydroxide, then extracted with ether. The ether extract is washed with water, dried and evaporated to give cis-2,6-dimethyl-α,α-diphenyl-1-piperidinebutanol; m.p. 90°-91° C. after two crystallizations from petroleum ether.

1. addition, is added to 100 ml
2. temperaturecooled to 0°-5° while a solution of 20 g
3. additionAfter the addition
4. stirringthe mixture is stirred an additional 2.5 hours at 0°-5°
5. additiontreated dropwise with 30 ml
6. customThe organic layer is separated
7. washwashed with water
8. extractionextracted with an excess of dilute acetic acid
9. extractionThe acid extract
10. washis washed with ether
11. extractionextracted with ether
12. extractionThe ether extract
13. washis washed with water
14. customdried
15. customevaporated