反応 #76414

反応方程式

4,4′-methanediyl-bis-benzenediazonium tetrafluoroborate

allyl cyanide

water

→

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

収率 61.0%

溶媒

ethanol

反応条件

後処理

1. 1
   その他prepared
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄washed with water, brine
4. 4
   乾燥dried over MgSO4
5. 5
   その他evaporated
6. 6
   その他The crude beige product is recrystallized from 130 ml of ethanol

実験手順

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.

出典