Boron trifluoride → 1-(2,6,6-Trimethylcyclohex-3-en-1-yl)but-2-en-1-one

HRID 1297558

Reaktionsgleichung

Reaktionsgleichung von HRID 1297558
[CH3:1][C@@H:2]1[CH:7]=[CH:6][CH2:5][C:4]([CH3:9])([CH3:8])[C@H:3]1[C:10](=[O:14])[CH:11]=[CH:12][CH3:13].B(F)(F)F>>[CH3:1][CH:2]1[CH:7]=[CH:6][CH2:5][C:4]([CH3:8])([CH3:9])[CH:3]1[C:10](=[O:14])[CH:11]=[CH:12][CH3:13]

Komponenten

3

Edukt 2

HCID 6356Boron trifluorideHCID 54465226trans 1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one

Produkt 1

HCID 422961-(2,6,6-Trimethylcyclohex-3-en-1-yl)but-2-en-1-one

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To trans 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one (25 g; 130 mmol; trans:cis 98:2; purity≧99%) stirred under nitrogen at 20° C. was added BF3.(AcOH)2 (0.65 mmol) and [Ru(COD)(methallyl)2] (0.65 mmol) are added consecutively. The resulting solution was heated to 130° C. and stirred over 60 minutes at 130° C. under nitrogen. Then the resulting mixture is cooled to 20° C. and there was obtained a mixture comprising (% by weight of the final mixture, obtained by GC analysis):

Aufarbeitung

  1. temperatureThen the resulting mixture is cooled to 20° C.
  2. customthere was obtained a mixture
  3. customobtained by GC analysis):

Quellen und Nachweise

ORD-Eintrag
ord-93779d96c7f046f28910eb39d58c659e
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07250536B2

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