2-Ethylcyclopentane-1,3-dione → 2-Ethyl-2-(6-m-methoxyphenyl-5-methyl-3-oxohexyl)cyclopentane-1,3-dione

HRID 1414957

Reaktionsgleichung

Reaktionsgleichung von HRID 1414957
C(N(CC)[CH2:4][CH2:5][C:6](=[O:19])[CH2:7][CH:8]([CH3:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)C.CC(CC1C=CC=C(OC)C=1)CC(=O)C=C.[CH2:38]([CH:40]1[C:44](=[O:45])[CH2:43][CH2:42][C:41]1=[O:46])[CH3:39]>[OH-].[K+]>[CH2:38]([C:40]1([CH2:4][CH2:5][C:6](=[O:19])[CH2:7][CH:8]([CH3:18])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[C:44](=[O:45])[CH2:43][CH2:42][C:41]1=[O:46])[CH3:39]

Komponenten

5

Edukt 3

HCID 699782-Ethylcyclopentane-1,3-dioneHCID 214854071-Diethylamino-6-(m-methoxyphenyl)-5-methylhexan-3-oneHCID 214854785-Methyl-6-(m-methoxyphenyl)hex-1-en-3-one

Produkt 1

HCID 214856262-Ethyl-2-(6-m-methoxyphenyl-5-methyl-3-oxohexyl)cyclopentane-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

Add a mixture of 1-diethylamino-6-(m-methoxyphenyl)-5-methylhexan-3-one and 5-methyl-6-(m-methoxyphenyl)hex-1-en-3-one (6 g, prepared by slow distillation of the former substance) to 2-ethylcyclopentane-1,3-dione (3.5 g) in 0.12% methanolic potassium hydroxide (10 cc) and heat the mixture under reflux for 16 hours. Remove most of the solvent under reduced pressure and add ether (25 cc) and benzene (25 cc) to the residue. Wash the solution with 5% aqueous sodium hydroxide, water, dilute hydrochloric acid, and brine, and dry. Evaporate the solvent to obtain a viscous brown gum, which is the triketone 2-ethyl-2-(6-m-methoxyphenyl-5-methyl-3-oxohexyl)cyclopentane-1,3-dione.

Aufarbeitung

  1. additionAdd
  2. temperatureheat the mixture
  3. temperatureunder reflux for 16 hours
  4. customRemove most of the solvent under reduced pressure
  5. additionadd ether (25 cc) and benzene (25 cc) to the residue
  6. washWash the solution with 5% aqueous sodium hydroxide, water, dilute hydrochloric acid, and brine
  7. customdry
  8. customEvaporate the solvent
  9. customto obtain a viscous brown gum, which

Quellen und Nachweise

ORD-Eintrag
ord-f7f789b41872412795649383b740ece9
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04002746

Verknüpfte Notizen

Wird geladen…