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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196241Generated: November 1, 2026

Hydrochloric Acid → 7,7-Bis(3-Fluorophenyl)-4-perhydroisoindolone hydrochloride

https://huagongshe.com/reaction/1196241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(3aRS,7aRS)-7,7-bis(3-fluorophenyl)-2-vinyloxycarbonylperhydro-4-isoindoloneHCID 67916103—
Solvent1,4-DioxaneHCID 31275—
Product7,7-Bis(3-Fluorophenyl)-4-perhydroisoindolone hydrochlorideHCID 67915800—

Reaction Conditions

Temperature60 °C

Reaction Steps

(3aRS,7aRS)-7,7-Bis(3-fluorophenyl)-2-vinyloxycarbonylperhydro-4-isoindolone (64.5 g) is treated with a 6N solution (330 cc) of hydrochloric acid in dioxane for 30 minutes at 25° C. The solution is concentrated to dryness under reduced pressure (2.7 kPa) and the residue taken up with ethanol (500 cc). The solution is heated to 60° C. for 6 hours and stirred for 16 hours at 25° C., then concentrated to one half under reduced pressure (2.7 kPa), and the crystals formed are drained and washed with isopropyl ether, then dried. 7,7-Bis(3-fluorophenyl)perhydro-4-isoindolone hydrochloride (48.7 g) is obtained. M.p. 264° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112988
Source datasetuspto-grants-1992_05
ORD IDord-73dc76b3cdb84a54af2dc93b924c4251
Source noteuspto-grants-1992_05