Oct-7-en-1-ol → 7-Octenoic acid

HRID 27309

Reaktionsgleichung

Reaktionsgleichung von HRID 27309
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].CC(C)=[O:12].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[C:1]([OH:12])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8]

Komponenten

4

Edukt 2

HCID 83203Oct-7-en-1-olHCID 131709961Jones' reagent

Produkt 1

HCID 5439777-Octenoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a stirred solution of 152 g of oct-7-en-1-ol (prepared in Example 22 B-1) in 3.4 liters of acetone there was added 1.4 M of Jones Reagent (986 ml) while the mixture was maintained at less than 10° C. The mixture was stirred for 10 min and was quenched with 100 ml of isopropanol. The acetone volume was reduced in vacuo and the residue was diluted with water and extracted three times with equal volumes of ethyl acetate. The combined ethyl acetate extracts were washed two times with water, then with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo to yield 164 g of the title compound having the following physical characteristics:

Aufarbeitung

  1. temperaturewas maintained at less than 10° C
  2. customwas quenched with 100 ml of isopropanol
  3. additionthe residue was diluted with water
  4. extractionextracted three times with equal volumes of ethyl acetate
  5. washThe combined ethyl acetate extracts were washed two times with water
  6. dry with materialwith saturated aqueous sodium chloride, dried over magnesium sulfate
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-97d0545d1cd34b9688c44edac3779056
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220795

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