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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402783Erstellt: 24. Oktober 2026

Sodium Hydroxide → 6-bromo-4,4-dimethyl-8-(propan-2-yl)-3,4-dihydro-2H-chromene

https://huagongshe.com/de/reaction/402783

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktAluminum(III) ChlorideHCID 6451240—
Edukt4-Bromo-1-[(3-methylbut-3-en-1-yl)oxy]-2-(propan-2-yl)benzeneHCID 68092937—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-bromo-4,4-dimethyl-8-(propan-2-yl)-3,4-dihydro-2H-chromeneHCID 45255972—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

4-Bromo-1-[(3-methylbut-3-en-1-yl)oxy]-2-(propan-2-yl)benzene (293 mg, 1.03 mmol) dissolved in dichloromethane (3.10 mL) was cooled to 0° C. and aluminum chloride (138 mg, 1.03 mmol) in dichloromethane (3.0 mL) was added via a syringe. The reaction mixture was stirred at 0° C. for 30 minutes. It was then poured into an Erlenmeyer flask containing a 10% aqueous NaOH solution and ice. The mixture was extracted with dichloromethane (2×), and the combined organic layers were dried over Na2SO4, filtered, and concentrated under vacuum. The crude residue was purified by silica gel chromatography, eluting with 0-10% EtOAc/Hexanes to give the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742110B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-6e14fb9c9c2147cc8acc6489354063c2
Quellennotizuspto-grants-2014_06