Reaktion #1605817

ord-ec219bd6a3c94c4fbd8d69f9687515a2

Reaktionsgleichung

O=[N+]([O-])c1cc(O)ccc1-c1ccccc1
3-Nitro-4-phenylphenol
OCCCCCCCCBr
8-bromo-1-octanol
O=[N+]([O-])c1cc(OCCCCCCCCO)ccc1-c1ccccc1
8-(3-nitro-4-phenylphenoxy)octan-1-ol
Ausbeute 89.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe reaction solution was extracted with ethyl acetate
  2. 2
    WaschenThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Einengenconcentrated under reduced pressure
  5. 5
    SonstigeThe residue was purified by flash column chromatography

Vorschrift

3-Nitro-4-phenylphenol (860 mg, 4.0 mmol) was dissolved in N,N-dimethylformamide (40 mL), followed by addition of 8-bromo-1-octanol (1.86 g, 6.0 mmol). After stirring at 50° C. for 5 hours, the reaction solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 8-(3-nitro-4-phenylphenoxy)octan-1-ol (1.23 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09072734B2uspto-grants-2015_07