反应详情

Stir indan-1,3-dione (7.31 g.), benzene (200 ml.) and benzylamine (5.90 g.) and reflux into a water separator for 6 hours. Cool, filter, and wash the dark solid with ether. Boil the solid with methylene chloride, filter and remove the solvent by boiling and replace with ether. Filter to get 4.51 g. of dark solid. Stir 4.30 g. of this solid with methanol (150 ml.) and add sodium borohydride (12.0 g.) portionwise with stirring over 4 hours. Let the reaction stand at room temperature then evaporate the solvent in vacuo and digest the residue with water and ether. Extract the mixture with ether and wash, dry and evaporate the solvent in vacuo. Recrystallize the residue from cyclohexane-ether to obtain 1.996 g. of the pure free base of the title compound, m.p. 121°-125°.

1. temperatureCool
2. filtrationfilter
3. washwash the dark solid with ether
4. filtrationBoil the solid with methylene chloride, filter
5. customremove the solvent
6. filtrationFilter
7. customto get 4.51 g
8. stirringwith stirring over 4 hours
9. customat room temperature
10. customthen evaporate the solvent in vacuo
11. extractionExtract the mixture with ether
12. washwash
13. customdry
14. customevaporate the solvent in vacuo
15. customRecrystallize the residue from cyclohexane-ether
16. customto obtain 1.996 g