tert-Butanol → 9-tert-Butoxynonan-1-ol

HRID 363203

Reaktionsgleichung

Reaktionsgleichung von HRID 363203
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6](O)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15].[OH-].[Na+]>>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 6386tert-ButanolHCID 14798Sodium HydroxideHCID 198351,9-Nonanediol

Produkt 1

HCID 138701099-tert-Butoxynonan-1-olAusbeute 25,9 %

Versuchsvorschrift

200 g (2.7 mol) of tert-butanol, 100 g (0.625 mol) of 1,9-nonanediol and 2 g of sulfuric aid were placed in a 500 ml round bottomed flask, and refluxed with heat for 5 hours, followed by neutralizing with an aqueous sodium hydroxide solution. After unreacted tert-butanol was evaporated, hexane was added and stirred. The diol insoluble in hexane was discarded by filtration. The hexane layer was washed with water, and dried with anhydrous sodium sulfate. After filtration, the solvent was evaporated and the residue was purified by silica gel column chromatography (hexane/chloroform) to obtain 35 g of 9-tert-butoxy-1-nonanol as a colorless oil.

Aufarbeitung

  1. temperaturerefluxed
  2. temperaturewith heat for 5 hours
  3. customAfter unreacted tert-butanol was evaporated
  4. additionhexane was added
  5. filtrationThe diol insoluble in hexane was discarded by filtration
  6. washThe hexane layer was washed with water
  7. dry with materialdried with anhydrous sodium sulfate
  8. filtrationAfter filtration
  9. customthe solvent was evaporated
  10. customthe residue was purified by silica gel column chromatography (hexane/chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-7d7d3f0611d144518db89778ebacb32b
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872272

Verknüpfte Notizen

Wird geladen…