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HRID 63385Erstellt: 24. Oktober 2026

Water → 2-(3,6-dihydro-2H-pyran-4-yl)-4,6-dimethylphenol

https://huagongshe.com/de/reaction/63385

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
Edukt2-Bromo-4,6-dimethylphenolHCID 299976—
Edukt3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-(3,6-dihydro-2H-pyran-4-yl)-4,6-dimethylphenolHCID 9000355637%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

2-Bromo-4,6-dimethylphenol (430 mg, 2.14 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (494 mg, 2.35 mmol), Pd(dbpf)Cl2 (69.7 mg, 0.11 mmol) and sodium carbonate (680 mg, 6.45 mmol) were dissolved in dimethoxyethane:water=3 mL:1 mL, followed by stirring in microwave at 120° C. for 30 minutes. The reaction mixture was filtered through Celite. The filtrate was concentrated under reduced pressure, and purified by column chromatography (silica gel; hexane/ethyl acetate, 9/1) to obtain 2-(3,6-dihydro-2H-pyran-4-yl)-4,6-dimethylphenol (160 mg, 37%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447083B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-18d91e762c364dd286800cb2f4e0cfe4
Quellennotizuspto-grants-2016_09