تفاعل #76414

معادلة التفاعل

4,4′-methanediyl-bis-benzenediazonium tetrafluoroborate

allyl cyanide

water

→

4-{4-[4-(3-cyano-propenyl)-benzyl]-phenyl}-but-3-enenitrile

المردود 61.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىprepared
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلwashed with water, brine
4. 4
   تجفيفdried over MgSO4
5. 5
   أخرىevaporated
6. 6
   أخرىThe crude beige product is recrystallized from 130 ml of ethanol

الإجراء التجريبي

A suspension of 4,4′-methanediyl-bis-benzenediazonium tetrafluoroborate (11.9 g, 0.03 mol), prepared according to the method of example 6.1, allyl cyanide (8.05 g; 0.12 mol), and palladium acetate (0.135 g, 0.6 mmol) in 80 ml of ethanol is heated at 40° C. during 22 h. The heterogeneous reaction mixture is poured into 300 ml of water, extracted with ethyl acetate, washed with water, brine, dried over MgSO4, and evaporated. The crude beige product is recrystallized from 130 ml of ethanol, yielding 5.44 g (61%) of 4-{4-[4-(3-cyano-propenyl)-benzyl]-phenyl}-but-3-enenitrile as light beige crystals, melting point 128-130° C.

المصدر