Citronellal → 4,8-Dimethyl-7-nonen-2-ol

HRID 918322Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 918322
[CH3:1][Mg]Br.[CH3:4][C:5](=[CH:7][CH2:8][CH2:9][CH:10]([CH2:12][CH:13]=[O:14])[CH3:11])[CH3:6].[Cl-].[NH4+]>CCOCC>[CH3:11][CH:10]([CH2:9][CH2:8][CH:7]=[C:5]([CH3:6])[CH3:4])[CH2:12][CH:13]([OH:14])[CH3:1]

Komponenten

5

Edukt 3

HCID 7794CitronellalHCID 25517Ammonium ChlorideHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 1624184,8-Dimethyl-7-nonen-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Eighty ml. of a 3M solution of methylmagnesium bromide in ether is added slowly to 31 g. of citronellal in 250 ml. of dry ether. The mixture is heated at reflux for about 1 hour, cooled to 0° and treated with saturated aqueous ammonium chloride until reaction subsides. The organic layer is separated and the aqueous layer extracted with ether. The organic layer and ether extracts are combined, washed with water and brine and dried over magnesium sulfate. Evaporation of the solvent gives 4,8-dimethylnon-7-en-2-ol.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureat reflux for about 1 hour
  3. temperaturecooled to 0°
  4. customThe organic layer is separated
  5. extractionthe aqueous layer extracted with ether
  6. washwashed with water and brine
  7. dry with materialdried over magnesium sulfate
  8. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-524761f97b114f6eb5ec9345813553fb
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03970704

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