反应详情

A mixture of 16.75 g (0.1 mole) of 3,4-dihydroisoquinoline hydrochloride and 28.0 g of (0.2 mole) of 1-cyclohexen-1-yl ethyl ketone in 28 ml of ethanol is refluxed for 52 hours then poured into 300 ml of water and extracted with ether. The aqueous layer is separated and made basic by slowly adding ammonium hydroxide solution with stirring. Stirring is continued until a solid is formed after which the liquid is decanted. The solid is washed with water, dissolved in methylene chloride, dried over sodium sulfate and concentrated to an oil. The oil is dissolved in refluxing hexane, filtered, concentrated and cooled to give a solid which is recrystallized from hexane-benzene to give 2,3,4,4a,6,7,11b,12,13,13a-decahydro-12-methyl-1H-dibenzo[a,f]quinolizin-13-one, M.P. 144.5°-147.5°C.

1. temperatureis refluxed for 52 hours
2. extractionextracted with ether
3. customThe aqueous layer is separated
4. stirringStirring
5. customis formed after which the liquid
6. customis decanted
7. washThe solid is washed with water
8. dissolutiondissolved in methylene chloride
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated to an oil
11. dissolutionThe oil is dissolved
12. temperaturein refluxing hexane
13. filtrationfiltered
14. concentrationconcentrated
15. temperaturecooled
16. customto give a solid which
17. customis recrystallized from hexane-benzene