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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58888Generated: October 25, 2026

Itaconic acid → 1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/58888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantItaconic acidHCID 811—
Reactant2,4-DimethoxybenzylamineHCID 597250—
SolventTolueneHCID 1140—
Product1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acidHCID 1125446171.6%

Reaction Steps

To a solution of itaconic acid (13.0 g, 100 mmol) in toluene (50 ml) was added a solution of 2,4-dimethoxybenzylamine (17.54 g, 105.0 mmol) in toluene (50 mL) and the reaction mixture was stirred for 15 h under reflux. The mixture was cooled to ambient temperature and then concentrated under reduced pressure. The residue was treated with diethyl ether (100 mL) and the resulting precipitate was collected by filtration, washed with diethyl ether and EtOAc and dried to afford 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (20.0 g, 71% yield) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434761B2
Source datasetuspto-grants-2016_09
ORD IDord-3f437f78dbf04d2bace7d5716f7b7d9b
Source noteuspto-grants-2016_09