Water → 2-Butyl-3,5,5-trimethyl-2-cyclohexen-1-one

HRID 85337

Reaktionsgleichung

Reaktionsgleichung von HRID 85337
[O:1]=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4]([CH3:10])=[CH:3]1.Br[CH2:12][CH2:13][CH2:14][CH3:15].[OH-].[K+].O>CN1CCCC1=O.C(OCC)(=O)C>[CH2:12]([C:3]1[C:2](=[O:1])[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4]=1[CH3:10])[CH2:13][CH2:14][CH3:15]

Komponenten

7

Edukt 4

HCID 962WaterHCID 6544IsophoroneHCID 8002Butyl bromideHCID 14797Potassium Hydroxide

Produkt 1

HCID 41007472-Butyl-3,5,5-trimethyl-2-cyclohexen-1-oneAusbeute 44,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

In 60 ml of 1-methyl-2-pyrrolidone were dissolved 10.0 g (72.36 mmol) of isophorone and 14.9 g (95.6 mmol) of 1-bromobutane. To this mixture was added 8.1 g (144.4 mmol) of powdered potassium hydroxide and the mixture was stirred with heating at 70° C. for 6 hours. After the reaction mixture was added to water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residual liquid was purified by silica gel column chromatography to give 6.31 g of a yellow oily matter (yield: 44.9%).

Aufarbeitung

  1. washwashing with a saturated saline solution
  2. dry with materialdrying over anhydrous sodium sulfate, and concentration
  3. customThe residual liquid was purified by silica gel column chromatography
  4. customto give 6.31 g of a yellow oily matter (yield: 44.9%)

Quellen und Nachweise

ORD-Eintrag
ord-99203777beb1432687e6cfaa2b21bd9b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846955B2

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