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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341552Generated: October 25, 2026

Ethyl diazoacetate → Ethyl 5-benzyl-4,6-dioxo-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate

https://huagongshe.com/reaction/341552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl diazoacetateHCID 12192—
ReactantBenzylmaleimideHCID 74204—
SolventDiethyl EtherHCID 3283—
ProductEthyl 5-benzyl-4,6-dioxo-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylateHCID 285713890.3%

Reaction Steps

Ethyl diazoacetate (30.3 mL, 288.5 mmol) was added dropwise over a period of 30 min to a solution of N-benzylmaleimide (49.5 g, 264.7 mmol) in diethyl ether (300 mL) and the mixture was stirred for 4 days at room temperature. The resulting precipitate was filtered off, washed with diethyl ether (100 mL) and dried under vacuum to provide title compound as a white solid (72 g, 90%). Method B HPLC-MS: MH+ requires m/z=302. Found: m/z=302, Rt=1.74 min (83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895733B2
Source datasetuspto-grants-2014_11
ORD IDord-7b1aa99bb42449e88c843b35d03da971
Source noteuspto-grants-2014_11