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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786353Generated: November 3, 2026

Methanesulfonyl chloride → Tert-butyl 3-((methanesulfonyloxy)methyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/1786353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl 3-(hydroxymethyl)azetidine-1-carboxylateHCID 10583745—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 3-((methanesulfonyloxy)methyl)azetidine-1-carboxylateHCID 21959416—

Reaction Steps

To a solution of (1-Boc-azetidin-3-yl)-methanol (1.06 g, 5.7 mmol), TEA (1.18 mL, 8.52 mmol) in CH2Cl2 at 0° C. was added MeSO2Cl (0.53 mL, 6.82 mmol) via a syringe. The reaction was warmed to RT over 2 h and stirring was continued at RT for 2 h. The white solid formed was removed by filtration and the filtrate was washed with 25 mL of H2O. The organic phase was dried over Na2SO4, and concentrated in vacuo to afford yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507748B2
Source datasetuspto-grants-2009_03
ORD IDord-b63a933efb3c4807aa4292153839ce87
Source noteuspto-grants-2009_03