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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 871120Erstellt: 25. Oktober 2026

Potassium Hydroxide → Bicyclo[4.2.0]octa-1,3,5,7-tetraen-7-ol

https://huagongshe.com/reaction/871120

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium HydroxideHCID 14797—
EduktTetrafluoroboric acidHCID 28118—
EduktSodium BicarbonateHCID 516892—
Edukt7-Bromobicyclo[4.2.0]octa-1,3,5-trieneHCID 568591—
KatalysatorMercuric oxideHCID 30856—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktBicyclo[4.2.0]octa-1,3,5,7-tetraen-7-olHCID 19963858—

Reaktionsschritte

To a stirred solution of mercury(II) oxide (591.3 mg, 2.73 mmol) and 35% aqueous tetrafluoroboric acid (TFBA) (999.4 mg, 5.46 mmol) in 1,4-dioxane (10.9 mL), 1-bromobenzocyclobutene (1.0 g, 5.46 mmol) was added. The reaction stirred at room temperature for 2 h and was then treated successively with NaHCO3 and 3N KOH until the solution remained basic. The precipitated mercury(II) oxide was filtered off and the filtrate extracted with CH2Cl2 (3×300 mL), dried with anhydrous Na2SO4, filtered, and concentrated to yield white crystals that were purified via column chromatography using a 3:2 Hexanes:EtOAc solvent system.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08969622B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-528a77b89f2246f0a88550db901d90cf
Quellennotizuspto-grants-2015_03