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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693141Generated: October 31, 2026

Ethanol → HCID 57827608, compound

https://huagongshe.com/reaction/1693141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantEthyl 2-(trifluoromethanesulfonyloxy)cyclohex-1-ene-1-carboxylateHCID 394599—
Reactant2-Fluorophenylboronic acidHCID 2734354—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 57827608HCID 57827608—

Reaction Conditions

Temperature80 °C

Reaction Steps

Ethanol (100 mL) was added to a solution of ethyl 2-trifluoromethanesulfonyloxycyclohex-1-enecarboxylate obtained in Preparation Example 1-(1) (17.0 g) in toluene (200 mL). 2-Fluorophenylboronic acid (7.74 g) and tetrakis(triphenylphosphine)palladium (1.60 g) were added. A 1 N sodium carbonate solution (55.3 mL) was added, followed by replacement of the reaction atmosphere with nitrogen. The reaction solution was heated to 80° C. and stirred for eight hours. After returning to room temperature, the excess of ethanol was evaporated under reduced pressure and the residue was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (10.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-53056a935c4e41d888411fa063f08cca
Source noteuspto-grants-2012_04