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

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Reaction Steps

To 1 g (4.97 mmol) of tert-butyl 4-hydroxypiperidine-1-carboxylate diluted in 12.5 ml of anhydrous dichloro-methane are added dropwise at 0° C. 718 μl, of triethylamine (4.97 mmol), then 385 μL (4.97 mmol) methanesulfonyl chloride and finally 6 mg (49.6 μmol) of 4-dimethylamino-pyridine (DMAP). The solution is stirred at room temperature for 20 h, then water is added and the product is extracted several times with dichloromethane. The organic phases are combined, dried over magnesium sulfate, and concentrated to yield 1.39 g of tert-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate in the form of white solid.

Provenance & Evidence