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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550604Generated: October 29, 2026

Hydrochloric Acid → 2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzoic acid

https://huagongshe.com/reaction/550604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhthalideHCID 6885—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzoic acidHCID 331328871.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3H-isobenzofuran-1-one (18 g, 134 mmol) in dry N,N-dimethylformamide (110 mL) was added potassium phthalimide (27 g, 145 mmol). The mixture was stirred at reflux for 6 hours then cooled to 0° C. and treated with 1N hydrochloric acid (180 mL). The yellow solid thus formed was filtered, washed with water, with ethanol and dried in oven. Crystallization with ethanol afforded the title compound as white solid (27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947686B2
Source datasetuspto-grants-2011_05
ORD IDord-7c1409eeb2b748aa8cc57ff062f173ca
Source noteuspto-grants-2011_05