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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305326Generated: November 2, 2026

Triethylamine → 4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoic acid

https://huagongshe.com/reaction/2305326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Aminomethyl)Benzoic AcidHCID 65526—
ReactantEthoxycarbonylphthalimideHCID 22254400—
SolventTetrahydrofuranHCID 8028—
Product4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoic acidHCID 74755377.9%

Reaction Steps

A mixture of 10 g of 4-aminomethylbenzoic acid, 14.5 g of carbethoxyphthalimide, 9.2 ml of triethylamine and 140 ml of tetrahydrofuran is maintained for 72 hours at reflux temperature. The precipitate formed is isolated at room temperature; after washing with an aqueous acidic solution and drying, 14.5 g of product are obtained. M.p.=264° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06440956B1
Source datasetuspto-grants-2002_08
ORD IDord-e8d0dd511fcf4d2f8051009d86cb5b85
Source noteuspto-grants-2002_08