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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 922063Erstellt: 26. Oktober 2026

Sodium Hydroxide → 2,3-Dimethyl-2,5-cyclohexadiene-1,4-dione

https://huagongshe.com/reaction/922063

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt2,3-DimethylhydroquinoneHCID 69100—
LösungsmittelWaterHCID 962—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
Produkt2,3-Dimethyl-2,5-cyclohexadiene-1,4-dioneHCID 1068888,1%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A solution of FeCl3.6H2O (81.0 g, 300 mmol) in water (100 mL) was added to a solution of 2,3-dimethyl-benzene-1,4-diol (13.8 g, 100 mmol) in MTBE (150 ml) at ambient temperature. Aqueous sodium hydroxide solution (2.5M, 60 mL, 150 mmol) was added to the vigorously stirring mixture and the reaction heated to 50° C. for 5 hrs. MTBE (150 mL) and water (150 mL) were added and the aqueous layer further extracted with MTBE (2×100 mL). The combined organics were washed with brine (100 mL), dried (Na2SO4), and concentrated to give the intermediate 2,3-dimethyl-[1,4]benzoquinone as an orange-yellow solid (12.0 g, 88%), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09278085B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-891d51e5d0ab4b6a892392537df607ad
Quellennotizuspto-grants-2016_03