反应 #2460320

反应方程式

water

sodium hydroxide

tetraethyl p-xylylenebisphosphonate

4-bromobenzaldehyde

→

E,E-1,4-Bis(p-bromostyryl)benzene

溶剂

benzene

反应条件

后处理

1. 1
   温度the mixture was refluxed under nitrogen for 1 hour
2. 2
   温度to cool
3. 3
   其他A yellow solid was collected
4. 4
   洗涤washed three times with water, methanol and ether
5. 5
   其他The product was purified by recrystallization from xylenes
6. 6
   其他was isolated in 61.9% (1.73 g)
7. 7
   其他yield (Product is insoluble in standard solvents)

实验过程

50% aqueous sodium hydroxide (20 ml) was added to a solution of tetraethyl p-xylylenebisphosphonate (2.40 g, 6.35 mmol) (25) and 4-bromobenzaldehyde (2.41 g, 13.02 mmol) in 10 ml of benzene. Tetra-n-butylammonium iodide (148 mmg) was added and the mixture was refluxed under nitrogen for 1 hour. The reaction mixture was allowed to cool and diluted by the addition of water (25 ml). A yellow solid was collected and washed three times with water, methanol and ether. The product was purified by recrystallization from xylenes and was isolated in 61.9% (1.73 g) yield (Product is insoluble in standard solvents).

来源