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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58553Generated: October 25, 2026

Itaconic acid → 5-Oxo-1-phenylpyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/58553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantItaconic acidHCID 811—
ReactantAnilineHCID 6115—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
Product5-Oxo-1-phenylpyrrolidine-3-carboxylic acidHCID 273710797.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of aniline (3.26 g; 34.68 mmol) and 2-methylenesuccinic acid (5.47 g; 41.62 mmol) in water (10 mL) was heated in a sealed tube at 110° C. for 30 hours. After cooling to room temperature, 6N NaOH (13 mL) was added and the resulting precipitate was filtered off. The filtrate was acidified with 6N hydrochloric acid to pH 1 and the resulting precipitate was filtered, washed with water, and dried to yield 6.92 g (97%) of 5-oxo-1-phenypyrrolidine-3-carboxylic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-d68ca60354664ce887cd2a0f418b1a7e
Source noteuspto-grants-2016_09