反应 #452178

反应方程式

4-cyanopyridine

ammonium persulphate

methanol

sulphuric acid

→

4-cyano-2-hydroxymethylpyridine

收率 46.0%

溶剂

water

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度under reflux for 24 hours
3. 3
   其他the methanol was removed by distillation
4. 4
   workup.ADDITIONCrushed ice (450 g) was added
5. 5
   萃取extracted with chloroform
6. 6
   其他evaporated
7. 7
   其他the residue was purified by elution from a silica gel column with methanol-chloroform (7.5% v/v)

实验过程

A mixture of 4-cyanopyridine (31.2 g), ammonium persulphate (136.8 g), methanol (450 ml), concentrated sulphuric acid (16.2 ml) and water (210 ml) was heated under reflux for 24 hours, and the methanol was removed by distillation. Crushed ice (450 g) was added and the mixture was adjusted to pH 12 with 10M sodium hydroxide and extracted with chloroform. The chloroform extracts were combined and evaporated and the residue was purified by elution from a silica gel column with methanol-chloroform (7.5% v/v) to give 4-cyano-2-hydroxymethylpyridine (18.5 g, 46%) m.p. 92°-94°.

来源