Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918541Generated: October 25, 2026

Itaconic acid → 1-Cyclohexyl-5-oxopyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/1918541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantItaconic acidHCID 811—
ReactantCyclohexylamineHCID 7965—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
Product1-Cyclohexyl-5-oxopyrrolidine-3-carboxylic acidHCID 23854658.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of cyclohexanamine (3.70 mL; 31.94 mmol) and 2-methylenesuccinic acid (5.04 g; 41.62 mmol) in water (10 ml) was heated in a sealed tube at 110° C. for 21 hours. After cooling to room temperature, 6N NaOH (10 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 3.92 g (58%) of 1-cyclohexyl-5-oxopyrrolidine-3-carboxylic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618138B2
Source datasetuspto-grants-2013_12
ORD IDord-f2aedd5038654b1780be1f196ae90d46
Source noteuspto-grants-2013_12