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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392500Generated: October 28, 2026

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

https://huagongshe.com/reaction/392500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
SolventDichloromethaneHCID 6344—
Product1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 418486996.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

The title compound from Step A above (3.5 g, 17.39 mmoles) and triethylamine (4.85 mL, 34.79 mmoles) were dissolved in CH2Cl2 (30 mL) and the mixture was stirred under nitrogen at 0° C. Methanesulfonylchloride (1.62 mL, 20.88 mmoles) was added and the solution was stirred at room temperature for 2 h. The solution was diluted with CH2Cl2 and washed with saturated aqueous sodium bicarbonate, water and dried (MgSO4), filtered and evaporated to dryness to give the title compound (4.68 g, 96.4%). ESMS: m/z=280 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800636B2
Source datasetuspto-grants-2004_10
ORD IDord-41fdeeb8b017402a98159bfbcc1b42fe
Source noteuspto-grants-2004_10