반응 #1005982

반응 방정식

aminodiphenylmethane

cis-1,4-dichloro-2-butene

→

product

수율 43.0%

1-(Benzhydryl)-3-pyrroline

수율 43.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타20 hours
2. 2
   여과The white solid was filtered
3. 3
   세척washed with dichloromethane
4. 4
   온도The 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
   여과The resulting white solid was filtered
8. 8
   세척washed with dichloromethane
9. 9
   세척the filtrated was washed with saturated solution of NaHCO3, water
10. 10
    건조dried over Na2SO4
11. 11
    여과filtered
12. 12
    농축concentrated
13. 13
    기타The crude was purified by flash chromatography

실험 절차

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.

출처