反应 #1005982

反应方程式

aminodiphenylmethane

cis-1,4-dichloro-2-butene

→

product

收率 43.0%

1-(Benzhydryl)-3-pyrroline

收率 43.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他20 hours
2. 2
   过滤The white solid was filtered
3. 3
   洗涤washed with dichloromethane
4. 4
   温度The filtrated was cooled at 0° C.
5. 5
   workup.ADDITIONHCl 37% (2.5 ml) was added carefully
6. 6
   workup.STIRRINGthe suspension was stirred overnight
7. 7
   过滤The resulting white solid was filtered
8. 8
   洗涤washed with dichloromethane
9. 9
   洗涤the filtrated was washed with saturated solution of NaHCO3, water
10. 10
    干燥dried over Na2SO4
11. 11
    过滤filtered
12. 12
    浓缩concentrated
13. 13
    其他The crude was purified by flash chromatography

实验过程

To a solution of aminodiphenylmethane (9.70 g, 51.46 mmol) in dichloromethane (6 ml) was added cis-1,4-dichloro-2-butene (1.18 g, 9.02 mmol). The mixture was stirred at r.t. 20 hours. The white solid was filtered and washed with dichloromethane. The filtrated was cooled at 0° C. and HCl 37% (2.5 ml) was added carefully and the suspension was stirred overnight. The resulting white solid was filtered and washed with dichloromethane and the filtrated was washed with saturated solution of NaHCO3, water, dried over Na2SO4, filtered and concentrated. The crude was purified by flash chromatography: silica gel, gradient dichloromethane to dichloromethane:methanol 4% to afforded the product (0.90 g, 43%) as white solid. M.p. 90-91° C.

来源