Ethanol → 2-Cyano-3-hydroxymethylthiophene
Reaktionsgleichung
[BH4-].[Na+].[C:3]([C:5]1[S:6][CH:7]=[C:8](C=O)C=1)#[N:4].[CH2:12]([OH:14])[CH3:13]>>[C:3]([C:5]1[S:6][CH:7]=[CH:8][C:13]=1[CH2:12][OH:14])#[N:4]Komponenten
4
Versuchsvorschrift
3.47 g (91.8 mmol) of sodium borohydride were added in portions to a suspension of 12.6 g (91.8 mmol) of 2-cyano-4-formylthiophene in 200 ml of ethanol, and the reaction mixture was stirred at room temperature for 2 h, during which it slowly formed a clear solution. The residue after concentration under reduced pressure was taken up in ethyl acetate and washed successively with saturated brine, 5% strength citric acid and saturated brine, and the organic phase was dried with sodium sulfate and concentrated under reduced pressure to result in 11.7 g of almost pure product (yield 91.5%).