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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657509Generated: November 1, 2026

Water → HCID 59442699, compound

https://huagongshe.com/reaction/657509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant4-(4-Bromophenyl)-4-cyclopropylmethoxy-1-phenylcyclohexanecarboxylic acidHCID 68480045—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 59442699HCID 594426999.7%

Reaction Steps

19 mg of tetrakis(triphenylphosphine)palladium(0) were added to a solution of 200 mg of 4-(4-bromophenyl)-4-cyclopropylmethoxy-1-phenylcyclohexanecarboxylic acid in 4 ml of degassed toluene under argon in a two-necked flask and the mixture was stirred for 10 min at room temperature. Subsequently, 65.1 mg of 4-fluorobenzeneboronic acid and 0.341 ml of a 2 M sodium carbonate solution were added and the reaction mixture was heated for 24 h at 100° C. After cooling, water and EA were added, the organic phase was separated and the aqueous phase was extracted twice with EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. After purification of the residue by preparative HPLC, 20 mg of the title compound were obtained as a white lyophilizate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076324B2
Source datasetuspto-grants-2011_12
ORD IDord-31b87729e7b34da9801d2e23f51144ad
Source noteuspto-grants-2011_12