Reaktion #2251365

ord-2870ced6b520468d83f1fcd5003780dc

Reaktionsgleichung

[Na+].[OH-]
sodium hydroxide
CCC(C)=CCCC(C)=O
6-methyl-5-octen-2-one
[BH4-].[Na+]
sodium borohydride
CO
methanol
CCC(C)=CCCC(C)O
6-methyl-5-octen-2-ol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto destroy excess sodium borohydride
  2. 2
    workup.ADDITIONthe solution poured into water
  3. 3
    Extraktionextracted with ether
  4. 4
    WaschenThe combined ether extracts are washed with aqueous sodium bicarbonate, water and brine
  5. 5
    Sonstigedried
  6. 6
    Sonstigeevaporated

Vorschrift

Six grams of 6-methyl-5-octen-2-one is added to a solution of 3.0 g. of sodium borohydride, 80 ml. of methanol and 6 ml. of 2N sodium hydroxide solution. After about two hours, acetic acid is added to destroy excess sodium borohydride and the solution poured into water and extracted with ether. The combined ether extracts are washed with aqueous sodium bicarbonate, water and brine, dried and evaporated to yield 6-methyl-5-octen-2-ol which is purified by chromatography.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04137273uspto-grants-1979_01