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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712416Generated: October 26, 2026

Trifluoroacetic acid → 5-Benzyl-octahydropyrrolo(3,4-c)pyrrole-1,3-dione

https://huagongshe.com/reaction/712416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMaleimideHCID 10935—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
SolventDichloromethaneHCID 6344—
Product5-Benzyl-octahydropyrrolo(3,4-c)pyrrole-1,3-dioneHCID 456490242%

Reaction Steps

To a suspension of TFA (1.02 g) and 1H-Pyrrole-2,5-dione (10.22 g) in CH2Cl2 (250 mL) at −5° C. was added a solution of N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine (29.99 g) in CH2Cl2 (20 mL) dropwise over 1 h. The reaction mixture was stirred at room temperature for another 5 h and evaporated in vacuo. The residue was stirred in the mixed solvent (EA: PE=3:7) at −10° C. for 1 h, and the mixture was filtered to afford the title compound as a white solid (10.18 g, 42.00%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181277B2
Source datasetuspto-grants-2015_11
ORD IDord-3b95c130e8c24bbfa6ba1b6ebccfa913
Source noteuspto-grants-2015_11