Ethyl valerate → Octa-1,2-dien-4-one

HRID 224698

Reaktionsgleichung

Reaktionsgleichung von HRID 224698
[CH2:1]([Mg]Br)[C:2]#[CH:3].[C:6](OCC)(=[O:11])[CH2:7][CH2:8][CH2:9][CH3:10]>CCOCC>[CH2:3]=[C:2]=[CH:1][C:6](=[O:11])[CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

4

Edukt 2

HCID 10882Ethyl valerateHCID 178455849HCID 178455849, Verbindung

Produkt 1

HCID 11194330Octa-1,2-dien-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel3×

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To a stirred solution of 0.50 moles of propargylmagnesium bromide in 340 ml. of ether at -78° C. is added a solution of 65.2 g. (0.50 moles) of the ethyl valerate in 100 ml. of ether during 60 minutes. The solution is stirred at -78° C. for 30 minutes and then hydrolyzed by pouring onto a mixture of ice and ether. The ether layer is washed with brine, treated with hydroquinone, dried over magnesium sulfate, and concentrated.

Aufarbeitung

  1. washThe ether layer is washed with brine
  2. additiontreated with hydroquinone
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6c329e36c1e741b9b076e225f0e0db3b
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04233453

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