tert-Butyl piperazine-1-carboxylate → HCID 86682040, compound

Participants

Reaction Steps

A solution of 3-acetyl-2-hydroxy-5,6-dimethoxybenzaldehyde (0.14 g, 0.63 mmol) in methylene chloride (5.0 mL) was added with N-Boc-piperazine (0.13 g, 0.70 mmol), and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was cooled to 0° C., and then added portionwise with sodium triacetoxyborohydride (0.16 g, 0.76 mmol). After completion of the addition, the reaction mixture was warmed to room temperature, and stirred for 10 hours. The reaction mixture was added with methylene chloride, and the organic layer was washed successively with water and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (2:1→3:7)) to obtain tert-butyl 4-(3-acetyl-2-hydroxy-5,6-dimethoxybenzyl)piperazine-1-carboxylate (0.20 g, 80%).

Provenance & Evidence