5-Bromo-8-nitroisoquinoline → 5-Bromo-8-nitro-1,2,3,4-tetrahydroisoquinoline

Participants

Reaction Steps

Alternatively, a solution of 5-bromo-8-nitroisoquinoline (1.0 g) in glacial acetic acid (30 mL) was cooled to 0° C. and, before freezing, was treated with sodium cyanoborohydride (1.10 g). The reaction mixture was warmed slowly to room temperature under nitrogen. The reaction mixture was diluted with water and basified. Organic layer extracts were chromatographed on silica gel as before.

Provenance & Evidence