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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607082Generated: October 31, 2026

Ethyl Acetate → HCID 86630541, compound

https://huagongshe.com/reaction/607082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant[3-(Piperidin-1-yl)phenyl]boronic acidHCID 17982644—
Reactant(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-4-methyl-1,3-oxazolidin-2-oneHCID 53363742—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventHexaneHCID 8058—
SolventEthanol toluene waterHCID 86587398—
ProductHCID 86630541HCID 86630541—

Reaction Steps

A mixture of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)-benzyl]-4-methyl-1,3-oxazolidin-2-one (0.05 g, 0.084 mmol), 3-(piperidino)phenyl boronic acid (0.040 g, 0.167 mmol), tetrakis(triphenylphosphine) palladium (5% mol) and sodium carbonate (0.019 g, 0.18 mmol) in 7 ml of water/EtOH/toluene (1:2:4) was heated to reflux for 4 h. TLC (EtOAc:hexane/1:1) showed that the reaction was over. The solvents were removed. Water (10 ml) was added. The organic was extracted with methylene chloride (3×10 ml). The combined methylene chloride layers were washed with brine, and dried over sodium sulfate. The title compound was obtained after flash column using EtOAc:hexane/6:4 as the eluant. LC-MS (M+1): 631.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915271B2
Source datasetuspto-grants-2011_03
ORD IDord-fb3ad5e3148844d5bcf57aed8e7df957
Source noteuspto-grants-2011_03