反应 #76414

反应方程式

4,4′-methanediyl-bis-benzenediazonium tetrafluoroborate

allyl cyanide

water

→

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

收率 61.0%

溶剂

ethanol

反应条件

后处理

1. 1
   其他prepared
2. 2
   萃取extracted with ethyl acetate
3. 3
   洗涤washed with water, brine
4. 4
   干燥dried over MgSO4
5. 5
   其他evaporated
6. 6
   其他The crude beige product is recrystallized from 130 ml of ethanol

实验过程

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.

来源