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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633897Generated: October 25, 2026

Triethylamine → Ethyl 3-[5-methyl-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl]propionate

https://huagongshe.com/reaction/1633897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylphthalic anhydrideHCID 88069—
Reactantbeta-Alanine, ethyl ester, hydrochlorideHCID 458475—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductEthyl 3-[5-methyl-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl]propionateHCID 2250191880.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A solution of 4-methylphthalic anhydride (21.3 g, 0.13 mol), ethyl 3-aminopropionate hydrochloride (20.2 g, 0.13 mol), and triethylamine (19 mL) in NMP was stirred at ambient temperature for 3 days, and heated to 130° C. for 3 hours. The mixture was diluted with water (300 mL), and extracted with ethyl acetate (3×100 mL). The combined organic extracts were washed with 1N hydrochloric acid (2×50 mL), sodium bicarbonate solution (2×50 mL), dried (MgSO4), and concentrated to give 27.3 g yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503949B1
Source datasetuspto-grants-2003_01
ORD IDord-e8708e55c71b4b3db06979225188a92a
Source noteuspto-grants-2003_01