Sodium borohydride → HCID 14368433, compound

Participants

Reaction Steps

To a solution of a mixture (1.29 g) of 3-(2,6-diformylbenzyloxy)-2-nitropyridine and 3-(2-formyl-6-methylbenzyloxy)-2-nitropyridine in ethyl alcohol (30 ml) was added portionwise sodium borohydride (390 mg) with ice-cooling. After being stirred for 3 hours with ice-cooling, the reaction mixture was poured into ice-water and the resulting precipitates were filtrated off. The precipitates were subjected to column chromatography on silica gel (40 g), eluting with a mixture of chloroform and methanol (20:1) to give 3-(2-hydroxymethyl-6-methylbenzyloxy)-2-nitropyridine (330 mg) and 3-[2,6-bis(hydroxymethyl)benzyloxy]-2-nitropyridine (700 mg).

Provenance & Evidence