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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874156Generated: October 31, 2026

4-Toluenesulfonyl chloride → HCID 58380558, compound

https://huagongshe.com/reaction/874156

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantDabcoHCID 9237—
Reactant2-(Oxetan-3-yl)ethan-1-olHCID 10844345—
SolventDichloromethaneHCID 6344—
ProductHCID 58380558HCID 58380558—

Reaction Steps

At 0° C., to a solution of 2-(3-oxetanyl)ethanol (according to the synthesis procedure in the reference: Journal of American Chemical Society, 2009, 131, 2786-2787.) (193 mg, 1.89 mmol) in CH2Cl2 (15 mL) was added DABCO (847 mg, 7.56 mmol) and TsCl (1.43 g, 7.56 mmol) was then added dropwise, the mixture was stirred for 15 minutes. After filtration, the filter cake was washed with CH2Cl2 and the filtrate was washed twice with water. The organic phase was dries over anhydrous sodium sulphate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 5:1) to afford the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980829B2
Source datasetuspto-grants-2015_03
ORD IDord-ac149a1d491e46059b03ddefd6ff507f
Source noteuspto-grants-2015_03