Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465714Generated: November 1, 2026

Triethylamine → N-Boc-3-mesyloxypiperidine

https://huagongshe.com/reaction/1465714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1-Boc-3-hydroxypiperidineHCID 545699—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-Boc-3-mesyloxypiperidineHCID 568122109.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

Tert-butyl 3-hydroxypiperidine-1-carboxylate (3.6 g, 18 mmol) was dissolved in dichloromethane (20 mL) and cooled to 0° C., triethylamine (4 mL) was added, followed by dropwise addition of methanesulfonyl chloride (2.28 g, 20 mmol) and DMAP (10 mg). The reaction mixture was warmed to room temperature and stirred overnight. The reaction mixture was quenched with saturated NaHCO3, and extracted with dichloromethane. The organic layer was washed with H2O, dried and concentrated to give crude product (5.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999966B2
Source datasetuspto-grants-2015_04
ORD IDord-1bba5f034eba49639ce183da1bb7523b
Source noteuspto-grants-2015_04