Sodium borohydride → 3-(3-Hydroxy-2-propen-1-yl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

To 3-cyano-1-(2-formylethenyl)benzene (1 g) in 30 mL of MeOH were added CeCl3 (1.88 g) and the resulting solution was stirred for 30 minutes and cooled to 0° C. To the solution was then added NaBH4 (0.29 g). The resulting solution was stirred for 1 hour at 0° C. and concentrated. The residue was taken up in 100 mL of saturated aqueous NaHCO3 and extracted with ethyl acetate (3×). The organic layer was dried, concentrated and purified on silica gel column (ethyl acetate/hexane, 1:4) to give 0.73 g of 3-cyano-1-(3-hydroxyprop-2-en-1 yl)benzene.

Provenance & Evidence