Mesityl oxide → Piperitenone

HRID 1251625

Reaktionsgleichung

Reaktionsgleichung von HRID 1251625
O=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[OH2:8].O.O.O.O.O.O.O.[OH-].[Ba+2].[OH-].O[CH2:20][CH2:21][C:22](=O)[CH3:23]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[CH3:23][C:22]1[CH2:3][CH2:2][C:4](=[C:5]([CH3:7])[CH3:6])[C:20](=[O:8])[CH:21]=1

Komponenten

5

Edukt 3

HCID 8858Mesityl oxideHCID 1115094-Hydroxy-2-ButanoneHCID 17749109Barium hydroxide, octahydrate

Produkt 1

HCID 381152PiperitenoneAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 66133Benzyl triethylammonium chlorideKatalysator

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 and mixed with 6.30 g (0.02 mol) of barium hydroxide octahydrate and 2.28 g (10 mmol) of benzyltriethylammonium chloride, 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 the reaction solution was distilled under a reduced pressure to obtain 182 g of piperitenone. Yield 62%.

Aufarbeitung

  1. customwhile keeping at 80° C
  2. additionAfter completion of the dropwise addition
  3. distillationthe reaction solution was distilled under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8af2e2c31956441bb980e2a80491edc0
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342644B1

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