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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595189Generated: October 30, 2026

Dimethyl itaconate → Methyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylate

https://huagongshe.com/reaction/595189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl itaconateHCID 69240—
Reactant2,4-DimethoxybenzylamineHCID 597250—
SolventMethanolHCID 887—
ProductMethyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylateHCID 67439104—

Reaction Conditions

Temperature30 °C

Reaction Steps

The mixture of 1-(2,4-dimethoxyphenyl)methanamine (5.2 g, 32 mmol) and 2-methylene-succinic acid dimethyl ester (5.0 g, 32 mmol) in MeOH (200 mL) was stirred at 30° C. for 10 hours. The solvent was removed under reduced pressure. The residue was recrystallized by petroleum ether to afford compound methyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylate. 1H NMR (400 MHz, CDCl3) δ 7.13˜7.14 (m, 1H), 6.43-6.45 (m, 2H), 4.41-4.42 (m, 2H), 3.79-3.82 (m, 6H), 3.69 (s, 3H), 3.46-3.49 (m, 2H), 3.19-3.23 (m, 2H), 2.70-2.77 (m, 1H). MS ESI calc'd. for C15H20NO5 [M+H]+ 294. found 294.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242984B2
Source datasetuspto-grants-2016_01
ORD IDord-41f2104fe368463099589f9c65ead434
Source noteuspto-grants-2016_01