تفاعل #1005982

معادلة التفاعل

aminodiphenylmethane

cis-1,4-dichloro-2-butene

→

product

المردود 43.0%

1-(Benzhydryl)-3-pyrroline

المردود 43.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرى20 hours
2. 2
   ترشيحThe white solid was filtered
3. 3
   غسيلwashed with dichloromethane
4. 4
   درجة الحرارةThe 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
   ترشيحThe resulting white solid was filtered
8. 8
   غسيلwashed with dichloromethane
9. 9
   غسيلthe filtrated was washed with saturated solution of NaHCO3, water
10. 10
    تجفيفdried over Na2SO4
11. 11
    ترشيحfiltered
12. 12
    تركيزconcentrated
13. 13
    أخرىThe crude was purified by flash chromatography

الإجراء التجريبي

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.

المصدر