반응 #1692

반응 방정식

2-cyano-5-formyl-thiophene

sodium borohydride

→

2-cyano-5-(hydroxymethyl)thiophene

수율 88.0%

용매

EtOH

반응 조건

후처리

1. 1
   기타the solvent was removed in vacuo
2. 2
   기타the residue was partitioned between ethyl acetate and brine
3. 3
   기타The layers were separated
4. 4
   세척the organic phase was washed once with 1M citric acid and once with brine
5. 5
   건조dried (MgSO4)
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo

실험 절차

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.

출처