Methanol → HCID 14794002, Verbindung

HRID 329485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 329485
C([CH:6]1[CH:11]([CH2:12][CH2:13][C:14]([O:17][CH3:18])([CH3:16])[CH3:15])[CH2:10][CH2:9][CH2:8][C:7]1=[O:19])(OCC)=O.[OH-].[K+].CO>O>[CH3:18][O:17][C:14]([CH3:16])([CH3:15])[CH2:13][CH2:12][CH:11]1[CH2:10][CH2:9][CH2:8][C:7](=[O:19])[CH2:6]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 14794005HCID 14794005, Verbindung

Produkt 1

HCID 14794002HCID 14794002, VerbindungAusbeute 19,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Crude 2-carbethoxy-3-(3-methoxy-3-methylbut-1-yl)cyclohexanone (7.0 g) of example 17 was added to a mixture of potassium hydroxide (3.0 g), methanol (50 mL) and water (50 mL) and heated at reflux 4.5 hours. The cooled mixture was extracted with hexane, the extracts were dried (Na2SO4) and concentrated to an oil which was purified by bulb to bulb distillation, airbath temperature 175° C., 0.1 mm Hg to yield 3-(3-methoxy-3-methylbut-1-yl)cyclohexanone (1.0 g); NMR(CDCl3)δ1.2(s,6H), 1.2-1.5(m,5H), 1.6-1.8(m,2H), 1.9-2.1(m,3H), 2.2-2.4(m,3H), 3.2(s,3H); IR(neat) 2970, 2950, 1720, 1460, 1370, 1230, 1090 cm-1 ; MS(m/e) 41, 55, 73, 110, 133, 151, 183, 184.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux 4.5 hours
  3. extractionThe cooled mixture was extracted with hexane
  4. dry with materialthe extracts were dried (Na2SO4)
  5. concentrationconcentrated to an oil which
  6. distillationwas purified by bulb to bulb distillation, airbath temperature 175° C., 0.1 mm Hg

Quellen und Nachweise

ORD-Eintrag
ord-0c57de15ff2d490e9836bee545ba8e89
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04891447

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