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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619295Generated: November 1, 2026

Triethylamine → Tert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1619295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 550865—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylateHCID 18007568129.6%

Reaction Steps

To a solution of tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (1.00 g, 4.97 mmol, 1.0 equiv) and Et3N (1.06 g, 10.5 mmol, 2.1 equiv) in DCM (15 mL) was added dropwise MsCl (0.85 g, 7.40 mmol, 1.5 equiv) at 0° C. Then the reaction mixture was stirred at room temperature for 3 h. After the mixture was washed with brine, the organic layer was separated, dried over Na2SO4, filtered, and concentrated to give 1.8 g of the crude product, which was used for the nest step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772301B2
Source datasetuspto-grants-2014_07
ORD IDord-e87443b5247f4228afcbcb5824f11bc5
Source noteuspto-grants-2014_07