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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36668Generated: October 24, 2026

Sodium hydride → 5-Benzyl-4,6-dioxo-octahydropyrrolo[3,4-b]pyrrole

https://huagongshe.com/en/reaction/36668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Benzyl-3-(2-chloroethylamino)pyrrolidine-2,5-dioneHCID 15070002—
SolventDimethylformamideHCID 6228—
Product5-Benzyl-4,6-dioxo-octahydropyrrolo[3,4-b]pyrroleHCID 1507000356%

Reaction Steps

17.4 g (0.58 mmol ) of sodium hydride suspension are reacted with 119 g (0.45 mol) of 1-benzyl-3-(2-chloroethylamino)-pyrrolidine-2,5-dione in 550 ml of absolute dimethylformamide in accordance with the working instructions of Example Ib. After the mixture has been left to stand overnight, it is worked up under aqueous conditions. On purification by chromatography, impurities are first eluted with ethyl acetate and the product is then eluted with ethyl acetate:methanol (3:1) (RF value 0.55). 57.7 g of product (56% of theory) are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416096
Source datasetuspto-grants-1995_05
ORD IDord-f0e21d3541234709a7e0200795083ab8
Source noteuspto-grants-1995_05