Methyl iodide → 2,2-Dimethylcyclohexan-1-one

HRID 12032

Reaktionsgleichung

Reaktionsgleichung von HRID 12032
[H-].[K+].[CH3:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10].[CH2:11](B(CC)CC)C.CI>O1CCCC1>[CH3:3][C:4]1([CH3:11])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10]

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 7357TriethylboraneHCID 114192-MethylcyclohexanoneHCID 82127Potassium hydride

Produkt 1

HCID 1369292,2-Dimethylcyclohexan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A suspension of potassium hydride (5.5 mmol) and 2-methylcyclohexanone (5 mmol) in dry tetrahydrofuran (10 ml) is stirred for 30 mins at room temperature. Triethylborane (6.25 mmol) is slowly added dropwise and the mixture is stirred for 16 hours at room temperature. After addition of methyl iodide stirring is continued for another 8 hours, the reaction is then quenched with saturated aqueous ammonium chloride solution and twice extracted with diethyl ether. The combined organic phases are dried over sodium sulphate and concentrated to dryness in a vacuum and produce the title compound, which can be reacted without [without] purification (JACS 1985, 107, 19, 5391-5396).

Aufarbeitung

  1. stirringthe mixture is stirred for 16 hours at room temperature
  2. waitis continued for another 8 hours
  3. customthe reaction is then quenched with saturated aqueous ammonium chloride solution
  4. extractiontwice extracted with diethyl ether
  5. dry with materialThe combined organic phases are dried over sodium sulphate
  6. concentrationconcentrated to dryness in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-86101b2e7f9945179d50d853ef03d403
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727979B2

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