反応 #1692

反応方程式

2-cyano-5-formyl-thiophene

sodium borohydride

→

2-cyano-5-(hydroxymethyl)thiophene

収率 88.0%

溶媒

EtOH

反応条件

後処理

1. 1
   その他the solvent was removed in vacuo
2. 2
   その他the residue was partitioned between ethyl acetate and brine
3. 3
   その他The layers were separated
4. 4
   洗浄the organic phase was washed once with 1M citric acid and once with brine
5. 5
   乾燥dried (MgSO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo

実験手順

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.

出典