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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 629469Erstellt: 25. Oktober 2026

Lithium Chloride → 2-Hydroxy-4-vinyl-benzoic acid methyl ester

https://huagongshe.com/reaction/629469

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium ChlorideHCID 433294—
EduktPotassium FluorideHCID 522689—
EduktMethyl 4-bromo-2-hydroxybenzoateHCID 13983552—
EduktTri(butyl)vinyltinHCID 53438229—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Hydroxy-4-vinyl-benzoic acid methyl esterHCID 20089376—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of methyl 4-bromo-2-hydroxybenzoate (3.0 g) in DMF (50.0 mL) were added tributylvinyltin (6.18 g), bis(triphenylphosphine)palladium(II) chloride (0.46 g) and lithium chloride (4.07 g), and the mixture was stirred at 90° C. for 2 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 sodium 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. This compound was used in the next step without an additional purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315458B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-cd2cb1927ff14a24a95582ab0dd2aba1
Quellennotizuspto-grants-2016_04