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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947389Generated: October 26, 2026

4,4'-Dibromobiphenyl → Ethyl (3ar,6ar)-1-(4'-bromo-1,1'-biphenyl-4-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1h)-carboxylate

https://huagongshe.com/reaction/1947389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4'-DibromobiphenylHCID 7110—
ReactantCesium carbonateHCID 10796—
Reactant(3AR,6AR)-5-Ethoxycarbonyl-1H-hexahydropyrrolo[3,4-B]pyrroleHCID 24743918—
SolventDichloromethaneHCID 6344—
ProductEthyl (3ar,6ar)-1-(4'-bromo-1,1'-biphenyl-4-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1h)-carboxylateHCID 67397057—

Reaction Conditions

Temperature20 °C

Reaction Steps

The catalyst solution was added to the vessel containing the 4,4′-dibromobiphenyl, cesium carbonate, and the product of Example 41C and the mixture was heated to 98° C. for 12 hours. The mixture was cooled to 20° C. and 80 g of dichloromethane was added. The resulting mixture was stirred and then filtered to remove the catalyst. The resulting solution was concentrated under reduced pressure and the residue was purified by column chromatography to yield 5.65 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399468B2
Source datasetuspto-grants-2013_03
ORD IDord-5e9959faad2b4997bcd71b1aa74fc6e8
Source noteuspto-grants-2013_03