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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1501232Erstellt: 26. Oktober 2026

Sodium Carbonate → Tert-butyl 2-methyl-4-(1-phenylvinyl)benzoate

https://huagongshe.com/reaction/1501232

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukttrans-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)styreneHCID 2774014—
Edukttert-Butyl 4-bromo-2-methylbenzoateHCID 53432590—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
ProduktTert-butyl 2-methyl-4-(1-phenylvinyl)benzoateHCID 8958086191%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of tert-butyl 4-bromo-2-methylbenzoate (2 g, 7 mmol) in dioxane/water (50 mL, 4:1) was added styrylboronic acid pinacol ester (1.64 g, 7 mmol), tetrakis(triphenylphosphine)palladium (0.7 mmol, 0.904 g), sodium carbonate (21 mmol, 2.3 g). The mixture was stirred at 90° C. under nitrogen gas atmosphere for 18 hours. LC-MS showed the start material has been consumed. Then evaporated the solvent and purified by column chromatography (silica gel, petroleum ether/ethyl acetate=30:1) to give tert-butyl 2-methyl-4-(1-phenylvinyl)benzoate (1.8 g, 91%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09206128B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-669c9f2a3d334c60b2ed7bc5ddbf48bb
Quellennotizuspto-grants-2015_12