反应详情

To an solution of 0.8 g (0.3 mmol) of 5,10-dihydro-8-methoxy-7,9-dimethylindeno[1,2-b]indole and 1,21 g of morpholino borane in 4 ml of dioxane was added dropwise 1 ml of conc. hydrochloric acid. The mixture was refluxed for 30 minutes, then cooled whereupon 3 ml of 6M hydrochloric acid was added. The resulting mixture was then refluxed for 15 minutes. After cooling the solution was alkalinized with aqueous sodium hydroxide and extracted three times with ether. Drying (MgSO4) and evaporation gave a crude product, which was crystallized by dissolving in ethyl acetate and addition of light petroleum at -20° C. Filtration gave 0.73 g (92%) of the title compound. 1H NMR(CDCl3) 2.08 (3H,s), 3.15-3.25 (1H,dd), 3,42-3,55 (1H,dd), 3.7 (3H,s), 4.1-4.22 (1H,t) 5.22-5.28 (1H,d), 6.42-6.46 (1H,d), 6.6- 6.65 (1H,d) 7.14-7.25 (3H,m), 7.3-7.4 (1H,m).

1. temperatureThe mixture was refluxed for 30 minutes
2. additionwas added
3. temperatureThe resulting mixture was then refluxed for 15 minutes
4. temperatureAfter cooling the solution
5. extractionextracted three times with ether
6. customDrying
7. custom(MgSO4) and evaporation
8. customgave a crude product, which
9. customwas crystallized
10. dissolutionby dissolving in ethyl acetate
11. additionaddition of light petroleum at -20° C
12. filtrationFiltration