(3-Amino-5-ethoxy-4-iodo-phenyl)-methanol → 3-Amino-5-ethoxy-4-iodo-benzaldehyde

HRID 502369Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502369
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:12][OH:13])[CH:5]=[C:6]([O:9][CH2:10][CH3:11])[C:7]=1[I:8]>ClCCl.O=[Mn]=O>[NH2:1][C:2]1[C:7]([I:8])=[C:6]([O:9][CH2:10][CH3:11])[CH:5]=[C:4]([CH:3]=1)[CH:12]=[O:13]

Komponenten

4

Edukt 1

HCID 68454929(3-Amino-5-ethoxy-4-iodo-phenyl)-methanol

Produkt 1

HCID 587063533-Amino-5-ethoxy-4-iodo-benzaldehydeAusbeute 64,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (3-amino-5-ethoxy-4-iodo-phenyl)-methanol (4.9 g, 16.72 mmol) in dichloromethane (100 mL) was added MnO2 (7.27 g, 83.59 mmol) and the reaction mixture heated to reflux for 3 h. Filtration through Hyflo, concentration by evaporation under reduced pressure and purification with column chromatography on silica eluting with hexane/ethyl acetate (3:1) yielded 3.14 g (60%) of the title compound.

Aufarbeitung

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 3 h
  3. filtrationFiltration
  4. concentrationthrough Hyflo, concentration
  5. customby evaporation
  6. customunder reduced pressure and purification with column chromatography on silica eluting with hexane/ethyl acetate (3:1)

Quellen und Nachweise

ORD-Eintrag
ord-4b381e181b04483f8ff3dce4079b2db3
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772253B2

Notizen zur Reaktion

Wird geladen…