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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620960Generated: October 25, 2026

Pyridine → 3-Methyl-3-(toluenesulfonyl-oxymethyl)oxetane

https://huagongshe.com/reaction/1620960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant3-Methyl-3-oxetanemethanolHCID 137837—
Product3-Methyl-3-(toluenesulfonyl-oxymethyl)oxetaneHCID 53425830—
ProductOxetane tosylateHCID 86590555—

Reaction Steps

p-Toluenesulfonyl chloride (57.2 g, 300 mmol) was dissolved in dry pyridine (400 mL) under nitrogen atmosphere. 3-methyl-3-(hydroxymethyl)oxetane (20.4 g, 200 mmol) was added slowly, and the solution was stirred for 1.5 h. Crushed ice (400 g) was then added to vigorously stirring mixture, which was allowed to stir for an additional 0.5 h. The white precipitate was then collected on Whatman filter paper #1 and washed with cold water. The product was dried under high vacuum to obtain 3-methyl-3-(toluenesulfonyl-oxymethyl)oxetane (oxetane tosylate) as a white powder of oxetane tosylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772336B2
Source datasetuspto-grants-2014_07
ORD IDord-b0bc5fa9d9cb47e4b1e9d6ac5006a591
Source noteuspto-grants-2014_07