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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846332Generated: October 31, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2,3-Difluoro-6-nitro-[(2-hydroxypropyl)oxy]benzene

https://huagongshe.com/reaction/846332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant2,3-Difluoro-6-nitro{[2-(tetrahydropyran-2-yl)oxypropyl]oxy}benzeneHCID 14697178—
SolventEthanolHCID 702—
Product2,3-Difluoro-6-nitro-[(2-hydroxypropyl)oxy]benzeneHCID 14697186—

Reaction Steps

A mixture of 6.35 g of 2,3-difluoro-6-nitro{[2-(tetrahydropyran-2-yl)oxypropyl]oxy}benzene (I, Xa=Xb=F, Rc=THP, 60 ml of anhydrous ethanol and 640 mg of pyridinium tosylate was stirred at room temperature overnight and then heated under refluxing for 1 hour. The solvent was removed under reduced pressure. To the residue were added ethyl acetate and 1 N hydrochloric acid. The mixture was shaken, and the organic layer was separated. The organic layer was washed successively with a saturated sodium bicarbonate aqueous solution and water, then dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to yield the oily titled compound. This product was used in the following reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05136059
Source datasetuspto-grants-1992_08
ORD IDord-5cd6004aad7944e3b8af51f666c2e0a8
Source noteuspto-grants-1992_08