Diethyl Malonate → HCID 18784169, Verbindung

HRID 1108753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1108753
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5]CC)=O.CC(C)([O-])C.[K+].[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:28]=[CH:29][C:30](=[O:32])[CH3:31])[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]>C(O)C>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:28]2[CH2:29][C:30](=[O:32])[CH2:31][C:3](=[O:5])[CH:2]2[C:1]([O:9][CH2:10][CH3:11])=[O:8])[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Komponenten

5

Edukt 3

HCID 7761Diethyl MalonateHCID 847484-(3,4-Dimethoxyphenyl)but-3-en-2-oneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 18784169HCID 18784169, VerbindungAusbeute 871,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Diethyl malonate (73. 7 g) was dissolved in ethanol (700 ml), and then potassium tert-butoxide (51.6 g) was gradually added thereto. A solution of 4-(3,4-dimethoxyphenyl)-3-buten-2-one (79.1 g) in ethanol (500 ml) was added dropwise, and the mixture was refluxed for 1.5 hours. After distilling off the reaction solvent under reduced pressure, ice water was poured over it and it was adjusted to pH4 with concentrated hydrochloric acid. The deposited crystals were filtered by suction, washed with water and then air-dried to give 122 g of ethyl 2-(3,4-dimethoxyphenyl)-4,6-dioxocyclohexane carboxylate (99.6%).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. distillationAfter distilling off the reaction solvent under reduced pressure, ice water
  3. additionwas poured over it and it
  4. filtrationThe deposited crystals were filtered by suction
  5. washwashed with water
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-9c21202cffce45829b9f67d9e3bde488
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06069176

Notizen zur Reaktion

Wird geladen…