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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816354Generated: November 4, 2026

Cesium carbonate → HCID 178497514, compound

https://huagongshe.com/reaction/1816354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 4'-(trifluoromethanesulfonyloxy)-[1,1'-biphenyl]-4-carboxylateHCID 22492882—
ReactantHCID 178420292HCID 178420292—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 178497514HCID 17849751453,562.699%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of cesium carbonate (2.54 g), palladium(II) acetate (62 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (260 mg) in toluene (6 ml) was successively added methyl 4′-trifluoromethylsulfonyloxy-1,1′-biphenyl-4-carboxylate (1 g) and 1-(trans-4-cyclohexylcyclohexyl)-piperazine (835 mg) in stream of nitrogen. The mixture was stirred at ambient temperature for 45 minutes and at 110° C. for further 23 hours. After cooling to room temperature, water and dichloromethane was added to the reaction mixture. The resulting precipitate was collected by filtration and washed with water and dried to give methyl 4′-[4-(trans-4-cyclohexylcyclohexyl)-1-piperazinyl]-1,1′-biphenyl-4-carboxylate (684.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884774B2
Source datasetuspto-grants-2005_04
ORD IDord-0f2b2b9e924140c1be1f484564735b53
Source noteuspto-grants-2005_04