Carvacrol → Carvone, (-)-

HRID 2308168

Reaktionsgleichung

Reaktionsgleichung von HRID 2308168
[CH3:1][C@H:2]1[C:7](=[O:8])[CH2:6][C@H:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH2:3]1.C1C(C(C)C)=CC=C(C)C=1O.[OH-].[Mg+2].[OH-]>O>[CH3:1][C:2]1[C:7](=[O:8])[CH2:6][C@H:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 10364CarvacrolHCID 22227(+)-DihydrocarvoneHCID 73981Magnesium Hydroxide

Produkt 1

HCID 439570Carvone, (-)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
216 °C

Versuchsvorschrift

A mixture of 100 parts of R-(+)-1,2-limonene oxide, 75 parts of dihydrocarvone, 3 parts of carvacrol and 1 part magnesium hydroxide was refluxed at 212-220° C. for 10 hours in a three-necked flask equipped with agitator, temperature probe, and Dean-Stark trap (about 1 part water was removed). The reaction mixture was cooled down to 40° C., the catalyst was flittered out and the filtrate distilled under vacuum using Vigreux column. Distillate (160 parts) contains 28% unreacted 1,2-limonene oxide and 31% R-(−)-carvone. The yield of R-(−)-carvone is 49.6 parts or 68.8% on reacted 1,2-limonene oxide. This mixture was further purified using conventional separation techniques to obtain flavor grade R-(−)-carvone.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled down to 40° C.
  2. distillationthe filtrate distilled under vacuum
  3. customon reacted 1,2-limonene oxide
  4. customThis mixture was further purified
  5. customseparation techniques

Quellen und Nachweise

ORD-Eintrag
ord-d788b343ad30456591717678080ba0e4
Quelldatensatz
uspto-grants-2004_12
Patentnummer
US06835686B2

Verknüpfte Notizen

Wird geladen…