p-Menthan-3-one → Thymol

HRID 2163481

Reaktionsgleichung

Reaktionsgleichung von HRID 2163481
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][CH:7]([CH2:9][CH2:10][OH:11])[CH3:8])[CH3:3].[H][H].C[C@H]1CC(=O)[C@H](C(C)C)CC1.CC1CC(=O)C(C(C)C)CC1>[O-2].[Cr+3].[Cu+2]>[CH:9]1[C:10]([OH:11])=[C:4]([CH:2]([CH3:3])[CH3:1])[CH:5]=[CH:6][C:7]=1[CH3:8]

Komponenten

6

Edukt 4

HCID 6986p-Menthan-3-oneHCID 8842CitronellolHCID 26447MenthoneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 6989ThymolAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 131711404Copper-chromium oxideKatalysator

Versuchsvorschrift

Citronellol (156 g; 1 mole) and 7.8 g of a copper-chromium oxide catalyst (CuO:Cr2O3 = 50:50 by weight; mainly as CuCr2O4 ; less than 200 mesh, a product of Nikki Chemical Co., Ltd.) were charged into a pressure reactor, and reacted at 230° C under a hydrogen pressure of 2 kg/cm2.G. In about 4 hours, the evolution of hydrogen ended. The amount of hydrogen evolved was 24 liters. The catalyst was separated from the reaction product by filtration, and the residue was distilled under reduced pressure to afford 140 g of a fraction having a boiling point of 82° to 90° C/12 mmHg. This fraction was a mixture of menthone and iso-menthone in a ratio of 6:4 by weight. The theoretical yield was 90%. Also, 7.7 g of thymol boiling at 108° to 110° C/12 mmHg was obtained.

Aufarbeitung

  1. addition) were charged into a pressure reactor
  2. customreacted at 230° C under a hydrogen pressure of 2 kg/cm2
  3. customThe catalyst was separated from the reaction product by filtration
  4. distillationthe residue was distilled under reduced pressure
  5. customto afford 140 g of a fraction

Quellen und Nachweise

ORD-Eintrag
ord-3cc4823ec2ce4577a45de48a532cf8da
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04134919

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