Methanol → HCID 14794002, Verbindung

HRID 1088018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088018
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-1yl)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)cyclohexanon (1.0 g); NMR(CDC13)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-11d4186a69d74d599ad6c134a6c9cd84
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960946

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