Mesityl oxide → Piperitenone

HRID 1251624

Reaktionsgleichung

Reaktionsgleichung von HRID 1251624
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[OH-].[CH2:9]([N+](C)(C)C)[C:10]1C=CC=C[CH:11]=1.O[CH2:21]CC(=O)C>C(O)(=O)C>[CH3:6][C:5]1[CH2:7][CH2:21][C:3](=[C:10]([CH3:11])[CH3:9])[C:2](=[O:1])[CH:4]=1

Komponenten

5

Edukt 3

HCID 8858Mesityl oxideHCID 66854Benzyltrimethylammonium hydroxideHCID 1115094-Hydroxy-2-Butanone

Produkt 1

HCID 381152PiperitenoneAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A 688 ml (6.0 mol) portion of mesityl oxide was put into a one liter capacity four neck flask, 4.18 ml (10 mmol) of 40% benzyltrimethylammonium hydroxide aqueous solution was added dropwise thereto and the mixture was heated to 80° C. To this was added dropwise 172 ml (2.0 mol) of 4-hydroxy-2-butanone spending 1 hour while keeping at 80° C. After completion of the dropwise addition, this was stirred for 30 minutes and then neutralized by adding dropwise 0.69 ml of acetic acid. By carrying out distillation of the reaction solution under a reduced pressure, 180 g of piperitenone was obtained. Yield 60%.

Aufarbeitung

  1. additionwas added dropwise
  2. customwhile keeping at 80° C
  3. additionAfter completion of the dropwise addition
  4. distillationdistillation of the reaction solution under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-83d1826d5c254b6890b0878c2d831240
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342644B1

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