反应 #813846

反应方程式

2-cyano-5-formyl-thiophene

sodium borohydride

→

2-cyano-5-(hydroxymethyl)thiophene

收率 88.0%

溶剂

EtOH

反应条件

后处理

1. 1
   其他the solvent was removed in vacuo
2. 2
   其他the residue was partitioned between ethyl acetate and brine
3. 3
   其他The layers were separated
4. 4
   洗涤the organic phase was washed once with 1M citric acid and once with brine
5. 5
   干燥dried (MgSO4)
6. 6
   过滤filtered
7. 7
   浓缩concentrated in vacuo

实验过程

To a solution of 2-cyano-5-formyl-thiophene (6.9 g, 50 mmol) in EtOH (100 mL) was added sodium borohydride (1.9 g, 50 mmol) in portions. After 5 min of stirring, the solvent was removed in vacuo and the residue was partitioned between ethyl acetate and brine. The layers were separated and the organic phase was washed once with 1M citric acid and once with brine, then dried (MgSO4), filtered and concentrated in vacuo to give 6.1 g (88%) of 2-cyano-5-(hydroxymethyl)thiophene.

来源