Reaktion #2329004

Reaktionsgleichung

4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol

DDQ

→

title compound

2-(6-Methoxypyridin-3-yl)-1,3-benzoxazol-6-ol

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONSiO2 was added
2. 2
   Sonstigethe solvents were removed under reduced pressure
3. 3
   SonstigeThe crude product was purified by flash column chromatography

Vorschrift

4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol was dissolved in CH2Cl2 (30 mL) and DDQ was added. The reaction mixture was stirred over night at r.t., SiO2 was added and the solvents were removed under reduced pressure. The crude product was purified by flash column chromatography to give the title compound (189.1 mg). 1H NMR δ ppm 9.88 (s, 1H) 8.90 (dd, 1H) 8.35 (dd, 1H) 7.56 (d, 1H) 7.09 (d, 1H) 6.85 (dd, 1H) 3.95 (s, 3H); MS m/z 243 (M+H).

Quelle