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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206264Generated: October 31, 2026

Water → HCID 117988252, compound

https://huagongshe.com/reaction/2206264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
ReactantHCID 117987878HCID 117987878—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductHCID 117988252HCID 11798825277.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 1-benzyl-3,3-difluoro-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate (1.13 g), 4-hydroxyphenylboronic acid (0.43 g) and sodium carbonate (1.01 g) in DMF (10 mL) was added dichloro(1,1′-bis(diphenylphosphino)ferrocene)palladium(II) (73 mg) under nitrogen atmosphere. The reaction mixture was stirred at 90° C. for 3 hr. The reaction mixture was added to water, and the mixture was adjusted to pH=5 with acetic acid, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (725 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-6e4f552ab95f47059d42777d96d4091d
Source noteuspto-grants-2016_06