Acetic Acid → 2,3,6-Trimethylcyclohex-2-en-1-one

HRID 65807

Reaktionsgleichung

Reaktionsgleichung von HRID 65807
CO[CH2:3][CH2:4][C:5](=[O:7])[CH3:6].[CH2:8]([C:10]([CH2:12][CH3:13])=[O:11])[CH3:9].C[O-].[Na+].[C:17](O)(=O)[CH3:18]>CO>[CH3:3][C:4]1[C:5](=[O:7])[CH:6]([CH3:17])[CH2:9][CH2:8][C:10]=1[CH3:12].[CH3:3][CH:4]1[CH2:13][CH2:12][C:10](=[O:11])[CH:8]=[C:9]1[CH2:17][CH3:18]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 7288Ethyl ketoneHCID 1388892-Butanone, 4-methoxy-HCID 10942334Sodium Methoxide

Produkt 2

HCID 30168432,3,6-Trimethylcyclohex-2-en-1-oneHCID 125403044-Methyl-3-ethyl-2-cyclohexen-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

152 g of 1-methoxybutan-3-one is dripped in the course of one hour into a boiling mixture of 400 g of diethyl ketone and 5 g of a 30% by weight solution of sodium methylate in methanol. The whole is then heated under reflux for another hour. The reaction mixture is neutralized with glacial acetic acid and then fractionated. 70 g of 2,3,6-trimethyl-2-cyclohexen-1-one and 9 g of 4-methyl-3-ethyl-2-cyclohexen-1-one is obtained. The total yield of cyclohexenone is 57% with reference to 1-methoxybutan-3-one.

Aufarbeitung

  1. temperatureThe whole is then heated
  2. temperatureunder reflux for another hour

Quellen und Nachweise

ORD-Eintrag
ord-96916d45f8224df5aabf38ffeaf9fe8d
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128728

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