反应 #1507828

反应方程式

water

sodium amide

3-dimethylamino-10,11-dihydro-5H-dibenz[b,f]azepine

benzene

→

3-(3-di-methylamino-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propanol

溶剂

chloroform

反应条件

后处理

1. 1
   其他prepared similarly
2. 2
   温度the mixture was heated
3. 3
   温度at reflux temperature for 20 h
4. 4
   workup.ADDITIONwas added
5. 5
   其他the phases were separated
6. 6
   其他The solvent was evaporated from the organic phase
7. 7
   workup.DISSOLUTIONthe residue was dissolved in a mixture of methanol (100 ml) and 5 N HCl (30 ml)
8. 8
   温度The mixture was heated
9. 9
   温度at reflux temperature for 15 minutes
10. 10
    其他methanol was evaporated
11. 11
    workup.ADDITIONWater (50 ml) was added
12. 12
    萃取the mixture was extracted with benzene (2×150 ml)
13. 13
    干燥The combined organic extracts were dried (K2CO3)
14. 14
    过滤filtered
15. 15
    其他the solvent was evaporated under vacuum
16. 16
    其他The residue, was purified by chromatography on silica gel (50 g)
17. 17
    其他to isolate the starting material

实验过程

A suspension of sodium amide (2.6 g, 0.033 mol, 50% wt suspension in toluene) was added to a solution of 3-dimethylamino-10,11-dihydro-5H-dibenz[b,f]azepine (6.1 g, 0,0256 mol, prepared similarly as described in Brit. Pat., 1040739,1966) in dry benzene (60 ml). The reaction mixture was heated to 70° C. for 1 h. 3-Bromo-1-propyl-tetrahydro-2-pyranyl ether (7.35 g, 0.033 mol) was added and the mixture was heated at reflux temperature for 20 h. To the cooled reaction mixture, water (20 ml) was added, and the phases were separated. The solvent was evaporated from the organic phase and the residue was dissolved in a mixture of methanol (100 ml) and 5 N HCl (30 ml). The mixture was heated at reflux temperature for 15 minutes, and methanol was evaporated. Water (50 ml) was added, pH was adjusted to 8-9 with aqueous ammonia and the mixture was extracted with benzene (2×150 ml). The combined organic extracts were dried (K2CO3), filtered and the solvent was evaporated under vacuum. The residue, was purified by chromatography on silica gel (50 g) using first benzene as eluent to isolate the starting material. Then, using chloroform as eluent, 3.5 g of 3-(3-di-methylamino-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propanol as an oil was isolated.

来源