反应详情

A solution of 2.35 g. of 9-carbamoyl-9-(3-oxobutyl)fluorene from Example 2 in 200 ml. of ethanol containing 59.0 g. of isopropylamine and 2.0 g. of 5% palladium on charcoal was stirred for sixteen hours at 25° C. under 60 psi of hydrogen. The reaction mixture was filtered and the filtrate was concentrated to a volume of about 50 ml. The mixture was added to 200 ml. of diethyl ether and extracted with 6N hydrochloric acid. The aqueous acid extract was cooled, made alkaline by addition of 10% aqueous sodium hydroxide, and the alkaline solution was extracted several times with diethyl ether. The ethereal extracts were combined, washed with water, dried and the solvent was removed by evaporation under reduced pressure to provide a solid. The solid was dissolved in fresh diethyl ether and hydrogen chloride was bubbled into the solution. The precipitated crystals which formed were collected by filtration, dried and identified as 829 mg. of 9-carbamoyl-9-(3-isopropylaminobutyl)fluorene hydrochloride. m.p. 204°-206° C.

1. filtrationThe reaction mixture was filtered
2. concentrationthe filtrate was concentrated to a volume of about 50 ml
3. additionThe mixture was added to 200 ml
4. extractionof diethyl ether and extracted with 6N hydrochloric acid
5. extractionThe aqueous acid extract
6. temperaturewas cooled
7. additionby addition of 10% aqueous sodium hydroxide
8. extractionthe alkaline solution was extracted several times with diethyl ether
9. washwashed with water
10. customdried
11. customthe solvent was removed by evaporation under reduced pressure
12. customto provide a solid
13. customhydrogen chloride was bubbled into the solution
14. customThe precipitated crystals which formed
15. filtrationwere collected by filtration
16. customdried