Реакция #1692

Уравнение реакции

2-cyano-5-formyl-thiophene

sodium borohydride

→

2-cyano-5-(hydroxymethyl)thiophene

Выход 88.0%

Растворители

EtOH

Условия реакции

Обработка

1. 1
   Другоеthe solvent was removed in vacuo
2. 2
   Другоеthe residue was partitioned between ethyl acetate and brine
3. 3
   ДругоеThe layers were separated
4. 4
   Промывкаthe organic phase was washed once with 1M citric acid and once with brine
5. 5
   Сушкаdried (MgSO4)
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated in vacuo

Методика

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.

Источник