反应详情

温度

50 °C

6.60 g (0.030 mols) of (I) are dissolved in 45 ml of chlorobenzene, the mixture is heated to 50° C. under stirring. The resulting solution is added under stirring with 5.6 g (0.0315 mols) of N-bromosuccinimide then with 0.49 g (0.003 mols) of azobisisobutyronitrile, stirring for 1 hour while heating at 75-80° C. The mixture is then is cooled to 40° C., added with 30 ml of water and stirred at 40° C. for 30 minutes, then heated to 80° C. for 3 hours. After decanting for 30 minutes, the aqueous phase is separated and re-extracted with 8 ml of chlorobenzene. The combined organic phases are washed with water (10 ml) and dried, then concentrated at 60° C. to 20 ml, adding 15 ml of hexane at this temperature. The mixture is cooled to 0-5° C. for 30 minutes and the separated solid is filtered, to obtain 3.68 g (52%) of 5-cyano-10-hydroxy-10,11-dihydro-5H-dibenz[b,f]azepine (VI), m.p. 117-8° C., purity>98% (HPLC).

1. additionThe resulting solution is added
2. temperaturewhile heating at 75-80° C
3. temperatureThe mixture is then is cooled to 40° C.
4. stirringstirred at 40° C. for 30 minutes
5. temperatureheated to 80° C. for 3 hours
6. customAfter decanting for 30 minutes
7. customthe aqueous phase is separated
8. extractionre-extracted with 8 ml of chlorobenzene
9. washThe combined organic phases are washed with water (10 ml)
10. customdried
11. concentrationconcentrated at 60° C. to 20 ml
12. additionadding 15 ml of hexane at this temperature
13. temperatureThe mixture is cooled to 0-5° C. for 30 minutes
14. filtrationthe separated solid is filtered