Triethylamine → 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine

Participants

Reaction Steps

The crude tert-butyl 4-hydroxypiperidine-1-carboxylate 3b (2.01 g, 10 mmol) was dissolved in 30 mL of dichloromethane in an ice bath, followed by addition of triethylamine (2.02 g, 20 mmol) and methanesulfonyl chloride (1.26 g, 11 mmol). The reaction solution was warmed up to room temperature and stirred for 3 hours. The resulting solution was washed with water (20 mL×2), dried with anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the crude title compound tert-butyl 4-((methylsulfonyl)oxy)piperidin-1-carboxylate 3c (2.20 g) as a light yellow solid, which was directly used in the next step without further purification.

Provenance & Evidence