Ethyl Propionate → Ethyl 2-Formylpropionate

HRID 128615

Reaktionsgleichung

Reaktionsgleichung von HRID 128615
[CH:1]([O:3][CH2:4][CH3:5])=[O:2].[C:6](OCC)(=[O:9])[CH2:7][CH3:8].[H-].[Na+].[H][H]>C1COCC1.O>[CH:6]([CH:7]([CH3:8])[C:1]([O:3][CH2:4][CH3:5])=[O:2])=[O:9]

Komponenten

7

Edukt 4

HCID 7749Ethyl PropionateHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 10898741Ethyl 2-Formylpropionate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of ethyl formate (55.2 g) and ethyl propionate (51.0 g) was added dropwise with stirring to a suspension of sodium hydride (20.9 g, 60% dispersion in mineral oil) in dry THF (260 ml) under nitrogen. On completion of the addition, the temperature of the reaction mixture rose gradually from ambient temperature to 45° C. accompanied by rapid evolution of hydrogen. The reaction mixture was stirred for 2 hours then cooled and water (400 ml) was added cautiously. The basic solution was washed with ether, then acidified with dilute hydrochloric acid and extracted with ether to give an oil. The oil was distilled and the fraction boiling in the range 100°-160° C. was collected to give ethyl 2-formylpropionate.

Aufarbeitung

  1. additionwas added dropwise
  2. additionOn completion of the addition
  3. customrose gradually from ambient temperature to 45° C.
  4. temperaturethen cooled
  5. washThe basic solution was washed with ether
  6. extractionextracted with ether
  7. customto give an oil
  8. distillationThe oil was distilled
  9. customboiling in the range 100°-160° C.
  10. customwas collected

Quellen und Nachweise

ORD-Eintrag
ord-409d15a94f9c4de7be13f878054718bf
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464781

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