Реакция #76414

Уравнение реакции

4,4′-methanediyl-bis-benzenediazonium tetrafluoroborate

allyl cyanide

water

→

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

Выход 61.0%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Другоеprepared
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   Промывкаwashed with water, brine
4. 4
   Сушкаdried over MgSO4
5. 5
   Другоеevaporated
6. 6
   ДругоеThe crude beige product is recrystallized from 130 ml of ethanol

Методика

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.

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