Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299242Generated: November 1, 2026

Solketal → 2,3,5,6-Tetrafluoro-4-[(2,2-dimethyldioxolan-4-yl)methoxy]pyridine

https://huagongshe.com/reaction/2299242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSolketalHCID 7528—
ReactantCesium carbonateHCID 10796—
ReactantPentafluoropyridineHCID 69690—
SolventDimethyl SulfoxideHCID 679—
Product2,3,5,6-Tetrafluoro-4-[(2,2-dimethyldioxolan-4-yl)methoxy]pyridineHCID 2344222194.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To pentafluoropyridine (2.0 g, 12 mmol) dissolved in DMSO was added 2,2-dimethyl-1,3-dioxolane4-methanol (solketal) (1.5 mL, 12 mmol) and Cs2CO3 (3.8 g, 12 mmol). The slurry was heated in an oil bath at 60° C. for 1 day. The reaction was partitioned with water and ethyl acetate, washed with water and brine, dried (Na2SO4) and the solvent was removed to give 2,3,5,6-tetrafluoro-4-[[(2,2-dimethyl)dioxolan-4-yl]methoxy]pyridine (3.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495684B2
Source datasetuspto-grants-2002_12
ORD IDord-7f8b74a92fd44d6084b7fcb5fd4baee8
Source noteuspto-grants-2002_12