Ethanol → Ethyl 3-oxocyclohexanecarboxylate

HRID 471877

Reaktionsgleichung

Reaktionsgleichung von HRID 471877
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:10])=[O:9])[CH2:3]1.[CH2:11](O)[CH3:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:11]([O:9][C:8]([CH:4]1[CH2:5][CH2:6][CH2:7][C:2](=[O:1])[CH2:3]1)=[O:10])[CH3:12]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 6101p-Toluenesulfonic acidHCID 27602523-Oxocyclohexane-1-carboxylic acid

Produkt 1

HCID 118096Ethyl 3-oxocyclohexanecarboxylateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a round bottom flask was added 3-oxo-1-cyclohexanecarboxylic acid (3.85 g, 27.1 mmol), ethanol (7.91 mL), p-toluenesulfonic acid (0.097 g, 0.56 mmol) and toluene (65.9 mL). The mixture was refluxed with Dean-star trap overnight. The reaction mixture was cooled down and concentrated under reduced pressure to afford 4.61 g (100%) of the title compound, 3-oxo-cyclohexanecarboxylic acid ethyl ester, as a yellow oil, which was used in the next step without further purification.

Aufarbeitung

  1. temperatureThe mixture was refluxed with Dean-star trap overnight
  2. temperatureThe reaction mixture was cooled down
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-507d22bee9b84388ae58b4f74263207b
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633190B2

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