p-Toluenesulfonic acid → 3-Oxo-3-(4-propyl-cyclohexyl)-propionic acid ethyl ester

HRID 1725182

Reaktionsgleichung

Reaktionsgleichung von HRID 1725182
[CH2:1]([O:3][C:4](=[O:22])[CH:5]([C:11]([CH:13]1[CH2:18][CH2:17][CH:16]([CH2:19][CH2:20][CH3:21])[CH2:15][CH2:14]1)=[O:12])C(OCC)=O)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>O.[Cl-].[Na+].O>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][C:11](=[O:12])[CH:13]1[CH2:14][CH2:15][CH:16]([CH2:19][CH2:20][CH3:21])[CH2:17][CH2:18]1)[CH3:2]

Komponenten

5

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 690599802-(4-Propyl-cyclohexanecarbonyl)-malonic acid diethyl ester

Produkt 1

HCID 574237203-Oxo-3-(4-propyl-cyclohexyl)-propionic acid ethyl esterAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

A solution of 3.0 g (9.6 mmol) 2-(4-propyl-cyclohexanecarbonyl)-malonic acid diethyl ester and 0.3 g p-toluenesulfonic acid in 30 mL water was heated to reflux for 3 hr and allowed to stand at room temperature over 3 nights. The reaction was diluted with brine, extracted with ethyl acetate, dried over MgSO4, and concentrated to afford 1.92 g (7.98 mmol) 3-oxo-3-(4-propyl-cyclohexyl)-propionic acid ethyl ester as a clear oil.

Aufarbeitung

  1. temperatureto reflux for 3 hr
  2. waitto stand at room temperature over 3 nights
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-558f46d2fb8848a4838ed154cdc61d50
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07488832B2

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