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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776969Generated: October 31, 2026

Cyclohexene → 1-(9H-Fluoren-9-ylmethyl) (2S,3aS,6aS)-hexahydrocyclopenta[b]pyrrole-1,2(2H)-dicarboxylate

https://huagongshe.com/reaction/1776969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantHCID 131734762HCID 131734762—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1-(9H-Fluoren-9-ylmethyl) (2S,3aS,6aS)-hexahydrocyclopenta[b]pyrrole-1,2(2H)-dicarboxylateHCID 6859041937%

Reaction Steps

To a solution of (2S,3aS,6aS)-1-(9H-fluoren-9-yl)methyl 2-benzylhexahydrocyclopenta[b]pyrrole-1,2(2H)-dicarboxylate (1.68 g, 3.6 mmol) in EtOH 95% (15 ml) was added Palladium on carbon 10% (0.2 g, 0.18 mmol) and cyclohexene (3.5 ml, 36 mmol). The resulting mixture was refluxed for 7 h. The solvent was evaporated and the crude was diluted with CH2Cl2 (20 ml). The suspension was filtered on celite the organic phase was evaporated under vacuum. The residue was purified by flash chromatography (CH2Cl2/CH3CN 50:50) to give the title compound as a white foam (0.5 g, 37%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266820B2
Source datasetuspto-grants-2016_02
ORD IDord-e3b69b10681f4c60b843ef514096fc23
Source noteuspto-grants-2016_02