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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504463Generated: November 3, 2026

Methanesulfonyl chloride → 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine

https://huagongshe.com/reaction/504463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 418486990%

Reaction Steps

To a solution of 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (2 g, 20 mmol) and DMAP (3 g, 24 mmol) in DCM (50 mL) was dropped methanesulfonyl chloride (2.7 g, 24 mmol) in ice bath. The reaction mixture was stirred for 2 h at room temperature. Then the mixture was filtered and washed by 0.5N HCl (50 mL), 1N Na2CO3 (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, concentrated to give title compound as a white solid (Yield: 5 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-ff2861e2b76a4ad7ad37cfea97dfbca1
Source noteuspto-grants-2010_08