Nitric Acid → 9-Bromononanoic Acid

HRID 963961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 963961
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11].[N+]([O-])(O)=[O:13]>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:13])=[O:11]

Komponenten

3

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

9-Bromo-1-nonanol (4 g, 18 mmol) was placed in a flask, cooled on an ice bath, and concentrated nitric acid (40 mL) was slowly added. The solution was stirred at 0° C. for 30 minutes then allowed to warm to room temperature and stirring continued overnight. The solution was poured onto ice and extracted with DCM (3×150 mL). The combined extracts were washed with water (3×150 mL) and the solvent then removed in vacuo to give an oil 3.82 g (94%);

Aufarbeitung

  1. temperaturecooled on an ice bath
  2. temperatureto warm to room temperature
  3. stirringstirring continued overnight
  4. additionThe solution was poured onto ice
  5. extractionextracted with DCM (3×150 mL)
  6. washThe combined extracts were washed with water (3×150 mL)
  7. customthe solvent then removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8494c73fe223425d87f639cb66c9db14
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05767088

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