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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856779Generated: October 31, 2026

N-Carbethoxyphthalimide → 2-(4,4-Diethoxybutyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1856779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-CarbethoxyphthalimideHCID 31187—
Reactant4,4-DiethoxybutylamineHCID 80672—
SolventTetrahydrofuranHCID 8028—
Product2-(4,4-Diethoxybutyl)isoindoline-1,3-dioneHCID 12805186104.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4-aminobutyraldehyde diethyl acetal (48.5 g, 0.3 mol) in tetrahydrofuran (60 ml) was added dropwise to a stirred slurry of N-(ethoxycarbonyl) phthalimide (65.93 g, 0.3 mol) in tetrahydrofuran (250 ml) at 0° C. After stirring at 0° C. for 0.16 h and at room temperature for 18 h the solvent was removed in vacuo and the residue distilled at 1 mmHg to remove the ethyl carbamate by-product. The residual brown oil was allowed to cool to afford the title compound (91 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143762
Source datasetuspto-grants-2000_11
ORD IDord-c196b47321ce41c6a3604641827534d6
Source noteuspto-grants-2000_11