Methyl iodide → 3,4,4-Trimethylcyclohexan-1-one

HRID 25888

Reaktionsgleichung

Reaktionsgleichung von HRID 25888
[Mg].[CH3:2]I.[CH3:4][C:5]1([CH3:12])[CH2:10][CH2:9][C:8](=[O:11])[CH:7]=[CH:6]1.[Cl-].[NH4+]>C(OCC)C.Cl[Cu]>[CH3:2][CH:6]1[C:5]([CH3:12])([CH3:4])[CH2:10][CH2:9][C:8](=[O:11])[CH2:7]1

Komponenten

7

Edukt 4

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 1368392-Cyclohexen-1-one, 4,4-dimethyl-HCID 5462224Magnesium

Produkt 1

HCID 130249343,4,4-Trimethylcyclohexan-1-oneAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 62652Cuprous chlorideKatalysatorHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

109 g of CuCl were added in small portions to a Grignard solution prepared from 26.4 g of magnesium turnings and 156.2 g of methyliodide in 200 ml diethylether under a nitrogen atmosphere. To the reaction mixture there were then added 124 g of 4,4-dimethyl-cyclohex-2-en-1-one in ether solution and the whole was refluxed for 2 h. The mixture was then hydrolysed with a saturated aqueous solution of ammonium chloride and subjected to the usual treatments to afford on distillation 88 g (63% yield) of 3,4,4-trimethyl-cyclohexanone;

Aufarbeitung

  1. temperaturethe whole was refluxed for 2 h

Quellen und Nachweise

ORD-Eintrag
ord-de584296ce414bccb4b8db53ce77af90
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147672

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