Reaktion #9064

ord-952b8ed9281d4331b9d03bfc456f033a

Reaktionsgleichung

OCc1ccc(-c2nc3ccccc3[nH]2)cc1
4-(Benzimidazol-2-yl)-benzyl alcohol
O=Cc1ccc(-c2nc3ccccc3[nH]2)cc1
4-(benzimidazol-2-yl)-benzaldehyde
Ausbeute 42.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe mixture was filtered through celite
  2. 2
    Waschenthe cake washed with CH2Cl2
  3. 3
    Sonstigethe solvent from the eluent removed under reduced pressure

Vorschrift

4-(Benzimidazol-2-yl)-benzyl alcohol from above (0.175 g, 0.78 mmol) was dissolved in CH2Cl2 (5 mL) and THF (8 mL), treated with activated MnO2 (0.68 g, 7.8 mmol) and stirred at room temperature for 1.5 h. The mixture was filtered through celite, the cake washed with CH2Cl2 and the solvent from the eluent removed under reduced pressure to afford 4-(benzimidazol-2-yl)-benzaldehyde (92 mg, 42%). 1H NMR (CD4OD) δ 7.28 (m, 2H), 7.60 (br, 1H (NH)), 7.65 (d, 2H, J=7.8 Hz), 8.09 (d, 2H, J=7.8 Hz), 8.30 (d, 2H, J=9.0 Hz), 10.08 (s, 1H (CHO)).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091217B2uspto-grants-2006_08