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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196233Generated: October 25, 2026

Hydrochloric Acid → 7,7-Diphenylhexahydro-1H-isoindol-4(2H)-one hydrochloride

https://huagongshe.com/reaction/1196233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(3aRS,7aRS)-7,7-Diphenyl-2-vinyloxycarbonylperhydro-4-isoindoloneHCID 67915936—
Solvent1,4-DioxaneHCID 31275—
Product7,7-Diphenylhexahydro-1H-isoindol-4(2H)-one hydrochlorideHCID 21264543—

Reaction Conditions

Temperature60 °C

Reaction Steps

(3aRS,7aRS)-7,7-Diphenyl-2-vinyloxycarbonylperhydro-4-isoindolone (177 g) is treated with a 5.7N solution (1000 cc) of hydrochloric acid in dry dioxane for 30 minutes at 20° C. The solution is concentrated to dryness under reduced pressure (2.7 kPa) and the residue taken up in ethanol (500 cc), and the reaction mixture is stirred at 60° C. for 30 minutes and then cooled to +5° C. The crystals obtained are drained, washed with ethanol (50 cc) and dried. (3aRS,7aRS)-7,7-Diphenylperhydro-4-isoindolone hydrochloride (130 g), m.p. 270° C. with decomposition, is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112988
Source datasetuspto-grants-1992_05
ORD IDord-132d174d635740d3aa6a706533ecc58f
Source noteuspto-grants-1992_05