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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211632Generated: October 31, 2026

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

https://huagongshe.com/reaction/2211632

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 numberUS07101868B2
Source datasetuspto-grants-2006_09
ORD IDord-44f19c6de93a419b94d7be3218ba6072
Source noteuspto-grants-2006_09