Reacción #1692

Ecuación de reacción

2-cyano-5-formyl-thiophene

sodium borohydride

→

2-cyano-5-(hydroxymethyl)thiophene

Rendimiento 88.0%

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was removed in vacuo
2. 2
   Otrothe residue was partitioned between ethyl acetate and brine
3. 3
   OtroThe layers were separated
4. 4
   Lavadothe organic phase was washed once with 1M citric acid and once with brine
5. 5
   Secadodried (MgSO4)
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

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.

Fuente