Ethanol → 1,4-Diethyl 2-formylbutanedioate

HRID 1088296

Reaktionsgleichung

Reaktionsgleichung von HRID 1088296
[CH2:1]([OH:3])C.[Na].[C:5]([O:14][CH2:15][CH3:16])(=[O:13])[CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].C(OCC)=O>C1(C)C=CC=CC=1.O>[CH:1]([CH:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:5]([O:14][CH2:15][CH3:16])=[O:13])=[O:3]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 8025Ethyl formateHCID 31249Diethyl SuccinateHCID 5360545Sodium

Produkt 1

HCID 2315001,4-Diethyl 2-formylbutanedioate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Ethanol (20 cm3) was added portionwise to a suspension of finely divided sodium (10.0 g) in dry toluene (100 cm3). On completion of the addition the mixture was heated for 3.5 hours at 80° C. To the resulting yellow suspension, cooled to 20° C., was added dropwise, over a period of 1 hour, a mixture of diethyl succinate (70.0 g) and ethyl formate (35.0 g), whilst the temperature of the mixture was maintained in the range 20° to 30° C. The mixture was kept at the ambient temperature for 16 hours after which water (100 cm3) was added carefully.

Aufarbeitung

  1. additionOn completion of the addition the mixture
  2. temperatureTo the resulting yellow suspension, cooled to 20° C.
  3. additionwas added dropwise, over a period of 1 hour
  4. temperaturewhilst the temperature of the mixture was maintained in the range 20° to 30° C

Quellen und Nachweise

ORD-Eintrag
ord-f2be7aaf87b242a2a6134e8fe8001b38
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04962109

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