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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36588Generated: October 28, 2026

2,2-Difluoro-3-Tetrahydropyranyloxypropyl Trifluoromethanesulfonate → HCID 19937334, compound

https://huagongshe.com/reaction/36588

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Difluoro-3-Tetrahydropyranyloxypropyl TrifluoromethanesulfonateHCID 19937306—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
ProductHCID 19937334HCID 19937334—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 2,2-difluoro-3-tetrahydropyranyloxypropyl trifluoromethanesulfonate (2.3 g, 7 mmol), potassium phthalimide (1.4 g, 7.7 mmol) and anhydrous dimethylformamide (50 ml) under nitrogen was stirred and heated at 85° C. overnight. After cooling, salts are filtered off, and the solvent was removed in uacuo. The residue was taken up in dichloromethane (100 ml), washed with 0.5M NaOH (30 ml) and brine. The organic phase was separated, dried over magnesium sulfate and concentrated. The desired compound 2,2-difluoro-3-phthalimido-1-tetrahydropyranyloxypropane was purified by flash chromatography on silica gel (ethyl acetate:hexane; 20:80) (2 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416076
Source datasetuspto-grants-1995_05
ORD IDord-9245fec62a834adabef0ee2af378a6c1
Source noteuspto-grants-1995_05