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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463733Generated: October 29, 2026

Benzene → Racemic cis-1,3-dibenzyl-5-ethoxycarbonyl-2-oxoimidazolidine-4-carboxylic acid

https://huagongshe.com/reaction/463733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantEthanolHCID 702—
Reactant1H-Furo[3,4-d]imidazole-2,4,6(3H)-trione, dihydro-1,3-bis(phenylmethyl)-, (3aR,6aS)-rel-HCID 10616831—
ProductRacemic cis-1,3-dibenzyl-5-ethoxycarbonyl-2-oxoimidazolidine-4-carboxylic acidHCID 13255428—

Reaction Steps

A mixture of cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid anhydride (70.0 g), 99.5% ethanol (16.6 g) and benzene (1000 ml) was heated under reflux for 2 hours. The reaction mixture (about 600 ml) was concentrated under ordinary pressure. The residue was stirred overnight with n-hexane (200 ml). Crystals produced were filtered and dried under reduced pressure to yield racemic cis-1,3-dibenzyl-5-ethoxycarbonyl-2-oxoimidazolidine-4-carboxylic acid (76.2 g), which were recrystallized from toluene. M.P. 110°-111° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04544635
Source datasetuspto-grants-1985_10
ORD IDord-13ab4cfd02084f93af7a227d616f6da7
Source noteuspto-grants-1985_10