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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629322Generated: October 29, 2026

Lithium Chloride → methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-vinylbenzoate

https://huagongshe.com/reaction/629322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
ReactantPotassium FluorideHCID 522689—
ReactantTri(butyl)vinyltinHCID 53438229—
Reactantmethyl 5-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-(((trifluoromethyl)sulfonyl)oxy)benzoateHCID 118468354—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Productmethyl 5-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-vinylbenzoateHCID 118468414—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-(((trifluoromethyl)sulfonyl)oxy)benzoate (0.18 g) in DMF (3.50 mL) were added tributylvinyltin (0.17 mL), trans-dichlorobis(triphenylphosphine)palladium(II) (0.01 g) and lithium chloride (0.12 g), and the mixture was stirred at 90° C. for 1 hr under argon atmosphere. To the reaction mixture was added aqueous potassium fluoride solution, and the precipitated insoluble substance was removed by filtration through Celite. The filtrate was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315458B2
Source datasetuspto-grants-2016_04
ORD IDord-670b6eaf23854597840def7108f873e8
Source noteuspto-grants-2016_04