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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 65805Erstellt: 24. Oktober 2026

Hydroquinone → 2,3,6-Trimethylcyclohex-2-en-1-one

https://huagongshe.com/de/reaction/65805

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydroquinoneHCID 785—
EduktMethyl vinyl ketoneHCID 6570—
EduktAcetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 613145—
EduktSodium MethoxideHCID 10942334—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl ketoneHCID 7288—
Produkt2,3,6-Trimethylcyclohex-2-en-1-oneHCID 3016843—
Produkt4-Methyl-3-ethyl-2-cyclohexen-1-oneHCID 12540304—

Reaktionsschritte

A mixture of 70 g of methyl vinyl ketone, 10 g of water and 0.1 g of hydroquinone is dripped in the course of one hour into a mixture of 400 g of diethyl ketone and 10 g of a 30% by weight methanolic solution of sodium methylate which is boiling under reflux. The whole is then heated for another two hours under reflux. The mixture obtained is neutralized with glacial acetic and then filtered. Excess diethyl ketone and the water present are distilled off and the residue is fractionated in vacuo. 81 g of 2,3,6-trimethyl-2-cyclohexen-1-one having a boiling point of 89° C. at 12 mm Hg and 9 g of 4-methyl-3-ethyl-2-cyclohexen-1-one having a boiling point of 102° C. at 12 mm Hg are obtained. The total yield of cyclohexenone is 65% with reference to methyl vinyl ketone.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04128728
Quelldatensatzuspto-grants-1978_12
ORD IDord-b41c8aabc0ed4695882d0191604779f4
Quellennotizuspto-grants-1978_12