Acetic Acid → HCID 22181078, compound

Participants

Reaction Steps

To a suspension of 3-chloro-4-(piperidin-4-yloxy)nitrobenzene (1.50 g) obtained in reference example 8 in acetone (20 ml) were successively added acetic acid (0.33 ml) and sodium cyanoborohydride (0.18 g) under ice-cooling, and the resulting mixture was stirred at room temperature for 4.5 hours. After stirring, to the reaction mixture was added sodium cyanoborohydride (0.18 g) and the resulting mixture was stirred at room temperature for 3 hours. After stirring, to the reaction mixture were furthermore added successively acetic acid (0.33 ml) and sodium cyanoborohydride (0.18 g), and the resulting mixture was stirred at room temperature overnight and then evaporated in vacuo. The residue obtained was neutralized with an aqueous potassium carbonate solution and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and evaporated in vacuo to afford the title compound (1.36 g, yield: 78%) as a yellow solid.

Provenance & Evidence