Water → 2-Bromo-3-methylcyclohexanone

HRID 12055

Reaktionsgleichung

Reaktionsgleichung von HRID 12055
[Br:1]N1C(=O)CCC1=O.C([O-])(=O)C.[Na+].C[Si](C)(C)[O:16][C:17]1[CH2:22][CH2:21][CH2:20][CH:19]([CH3:23])[CH:18]=1.O>C1COCC1.O.C(OCC)(=O)C>[Br:1][CH:18]1[CH:19]([CH3:23])[CH2:20][CH2:21][CH2:22][C:17]1=[O:16]

Komponenten

7

Edukt 4

HCID 962WaterHCID 67184N-bromobutanimideHCID 517045Sodium AcetateHCID 597981Trimethyl-(3-methyl-cyclohex-1-enyloxy)-silane

Produkt 1

HCID 215419562-Bromo-3-methylcyclohexanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of N-bromosuccinimide (0.48 mmol) and sodium acetate (0.04 mmol) in THF/water (1:1, 5.2 ml) is cooled to 0° C. and trimethyl-(3-methyl-cyclohex-1-enyloxy)-silane (0.4 mmol, 80% pure) is added dropwise. The reaction mixture is heated to room temperature and stirring is continued overnight. After addition of water extraction is carried out with ethyl acetate. The title compound is obtained from the combined organic phases after drying over sodium sulphate and evaporating-off of the solvent in a vacuum (JOC 1997, 62, 19, 6692-6696).

Quellen und Nachweise

ORD-Eintrag
ord-9141ed1670cb49bcba55b96621509c0b
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727979B2

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