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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83502Generated: October 29, 2026

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

https://huagongshe.com/reaction/83502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantItaconic acidHCID 811—
Reactant2,4-DimethoxybenzylamineHCID 597250—
SolventTolueneHCID 1140—
Product1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acidHCID 1125446190.6%

Reaction Steps

To a solution of itaconic acid (65.3 g) in toluene (400 ml) was added a solution of 2,4-dimethoxybenzylamine (84.0 g) in toluene (100 ml), and the mixture was stirred for 15 hours at reflux. This reaction solution was cooled to room temperature, and concentrated under reduced pressure. To the resulting residue was added diethyl ether (600 ml), and the mixture was stirred. The precipitated solid was collected by filtration, washed with diethyl ether and a small amount of ethyl acetate, and then dried under reduced pressure to give the titled compound (127 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846746B2
Source datasetuspto-grants-2014_09
ORD IDord-a20bf27265f24af68354a5a8fabe944b
Source noteuspto-grants-2014_09