Methyl vinyl ketone → Piperitenone

HRID 1657541

Reaktionsgleichung

Reaktionsgleichung von HRID 1657541
[CH:1]([C:3]([CH3:5])=O)=[CH2:2].O=[C:7]([CH:9]=[C:10]([CH3:12])[CH3:11])[CH3:8].[OH-:13].[K+]>O1CCCC1>[CH3:5][C:3]1[CH2:8][CH2:7][C:9](=[C:10]([CH3:12])[CH3:11])[C:2](=[O:13])[CH:1]=1

Komponenten

5

Edukt 3

HCID 6570Methyl vinyl ketoneHCID 8858Mesityl oxideHCID 14797Potassium Hydroxide

Produkt 1

HCID 381152Piperitenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Furthermore, J. J. Beereboom (U.S. Pat. No. 3,238,261 and J. Org. Chem., 31, 2026 (1966)) describes the reaction of methyl vinyl ketone with excess mesityl oxide in the presence of potassium hydroxide powder in tetrahydrofuran as the solvent. The piperitenone obtained is purified in a very expensive manner via the piperitenone-bisulfite adduct. In this process, yields of piperitenone of between 36 and 54% of theory are obtained.

Quellen und Nachweise

ORD-Eintrag
ord-d28f9dc415d6496bb51c4d7048fe8eb8
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03960970

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