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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1632Generated: October 26, 2026

2-Naphthalenesulfonic acid → 4-Fluoro-2-(oxazolin-2-yl)isoindoline

https://huagongshe.com/reaction/1632

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Naphthalenesulfonic acidHCID 8420—
Reactant2-Ethoxy-4,5-dihydro-1,3-oxazoleHCID 12730640—
Reactant4-fluoro-2,3-dihydro-1H-isoindoleHCID 14795867—
SolventTolueneHCID 1140—
Product4-Fluoro-2-(oxazolin-2-yl)isoindolineHCID 19691978—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-fluoroisoindoline (400 mg), 2-ethoxy-2-oxazoline (400 mg), and β-naphthylsulfonic acid (30 mg) in 50 ml of toluene was stirred at 100° C. for 1 hour. The solvent as removed under reduced pressure, and the residue chromatographed on silica gel, eluting with 1-4% methanol in ethyl acetate, to give 4-fluoro-2-(oxazolin-2-yl)isoindoline, a compound of Formula (IB), m.p. 125°-129° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726197
Source datasetuspto-grants-1998_03
ORD IDord-0aed4da618f94372b6ebcb5dce352131
Source noteuspto-grants-1998_03