反应详情

温度

25 °C

7H-Dibenzo[de,h]quinol-7-one (17.4 g) and Adams platinum (5.8 g) suspended in ethanol (394 cc) are placed under an initial hydrogen pressure of 10 bars at 25° C. The mixture is stirred for 23 hours at 25° C. The catalyst is filtered off and washed four times with dimethylformamide (total 1000 cc). The combined organic solutions are evaporated to dryness. The residue (22.1 g) is stirred for one hour with distilled water (500 cc) and then the precipitate is filtered off, washed twice, successively, with ethanol (total of 20 cc) and then dried under reduced pressure (20 mm Hg) at 20° C. A crude product (15.8 g) is obtained which is recrystallised from a mixture (300 cc) of equal parts of ethanol and dimethylformamide. After cooling for 20 hours at about 5° C., the crystals are filtered off, washed three times with diethyl ether (total 60 cc) and dried under reduced pressure (1 mm Hg) at 100° C. The product obtained (12.1 g) is recrystallised a second time from butyl acetate (410 cc). After cooling for 16 hours at 5° C., the crystals are filtered off, washed twice with ethyl acetate (total 20 cc) and dried under reduced pressure (1 mm Hg) at 100° C. for 8 hours. 7-Hydroxy-5,6-dihydro-4H-dibenzo[de,h]quinoline (11.3 g), melting at 260° C., is thus obtained.

1. customat 25° C
2. filtrationThe catalyst is filtered off
3. washwashed four times with dimethylformamide (total 1000 cc)
4. customThe combined organic solutions are evaporated to dryness
5. stirringThe residue (22.1 g) is stirred for one hour with distilled water (500 cc)
6. filtrationthe precipitate is filtered off
7. washwashed twice
8. dry with materialsuccessively, with ethanol (total of 20 cc) and then dried under reduced pressure (20 mm Hg) at 20° C
9. customA crude product (15.8 g) is obtained which
10. customis recrystallised from a mixture (300 cc) of equal parts of ethanol and dimethylformamide
11. temperatureAfter cooling for 20 hours at about 5° C.
12. filtrationthe crystals are filtered off
13. washwashed three times with diethyl ether (total 60 cc)
14. customdried under reduced pressure (1 mm Hg) at 100° C
15. customThe product obtained (12.1 g)
16. customis recrystallised a second time from butyl acetate (410 cc)
17. temperatureAfter cooling for 16 hours at 5° C.
18. filtrationthe crystals are filtered off
19. washwashed twice with ethyl acetate (total 20 cc)
20. customdried under reduced pressure (1 mm Hg) at 100° C. for 8 hours