Ethyl valerate → Octa-1,2-dien-4-one

HRID 126697

Reaktionsgleichung

Reaktionsgleichung von HRID 126697
[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 propargyl-magnesium bromide in 340 ml. of ether at -78° C. is added a solution of 65.2 g. (0.50 moles) of 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-fde71cb6d4b94f96ad104c6a17cb3a69
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254036

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