Water → 3-Oxo-hexanoic acid-1-(3,3-dimethyl-cyclohexyl)-ethyl ester

HRID 1751173Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751173
[CH3:1][C:2]1([CH3:11])[CH2:7][CH2:6][CH2:5][CH:4]([CH:8]([OH:10])[CH3:9])[CH2:3]1.C(O[C:15]([CH2:17][CH2:18][C:19](=[O:23])[CH2:20][CH2:21]C)=O)C.CC[O-:26].[Na+].O>C(O)C.C1(C)C=CC=CC=1>[CH3:11][C:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH:4]([CH:8]([O:10][C:21](=[O:26])[CH2:20][C:19](=[O:23])[CH2:18][CH2:17][CH3:15])[CH3:9])[CH2:3]1

Komponenten

7

Edukt 4

HCID 962WaterHCID 91338Cyclohexanemethanol, alpha,3,3-trimethyl-HCID 2723922Sodium ethoxideHCID 12271529Ethyl 4-oxoheptanoate

Produkt 1

HCID 675167043-Oxo-hexanoic acid-1-(3,3-dimethyl-cyclohexyl)-ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 1140TolueneLösungsmittel

Versuchsvorschrift

78 g (0.5 mol) of 1-(3,3-dimethyl-cyclohexyl)-ethanol, 86.9 g (0.55 mol) of 3-oxo-hexanecarboxylic acid ethyl ester and 0.6 g sodium ethylate in 50 g ethanol were placed in a 500-ml stirred vessel and boiled under reflux, distilling-off the ethanol via a still head. Then 100 ml water and 100 ml toluene were added to the reaction solution at room temperature, the aqueous phase was separated, the organic phase was washed with water until neutral and concentrated by evaporation. The raw product (139 g) was fractionated on a 30-cm Vigreux column in vacuum.

Aufarbeitung

  1. customthe aqueous phase was separated
  2. washthe organic phase was washed with water until neutral and
  3. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-7b5c2e79de0c47b8ba2d40445083f433
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09157048B2

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