Ethyl Acrylate → 2-Acetyl-2-[2-(ethoxycarbonyl)ethyl]cyclohexanone

HRID 861700

Reaktionsgleichung

Reaktionsgleichung von HRID 861700
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[C:17]([O:21][CH2:22][CH3:23])(=[O:20])[CH:18]=[CH2:19]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1(C)C=CC=CC=1>[C:1]([C:4]1([CH2:19][CH2:18][C:17]([O:21][CH2:22][CH3:23])=[O:20])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])(=[O:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 8821Ethyl AcrylateHCID 11430Potassium CarbonateHCID 134002-Acetylcyclohexanone

Produkt 1

HCID 190674842-Acetyl-2-[2-(ethoxycarbonyl)ethyl]cyclohexanoneAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 66133Benzyl triethylammonium chlorideKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of 2-acetylcyclohexanone (25 g, 0.18 mol), potassium carbonate (29.5 g, 0.21 mol) and benzyltriethylammonium chloride (0.8 g, 0.0035 mol) in toluene (70 ml) was added ethyl acrylate (29 ml, 27 g, 0.27 mol) at room temperature. The mixture was heated at 40° C. for 20 hours, filtered and partitioned between distilled water (200 ml) and toluene (200 ml). The organic layer was dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a brown oil, (41.7 g, 97%).

Aufarbeitung

  1. filtrationfiltered
  2. custompartitioned
  3. distillationbetween distilled water (200 ml) and toluene (200 ml)
  4. dry with materialThe organic layer was dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-84e3928876e44891a380435e78496325
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05714628

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