(4-(1H-Benzo[d]imidazol-2-yl)phenyl)methanol → 4-(1H-benzimidazol-2-yl)benzaldehyde

HRID 1582305Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582305
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]1[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=1>C(Cl)Cl.C1COCC1.O=[Mn]=O>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][CH:11]=1

Komponenten

5

Edukt 1

HCID 56965510(4-(1H-Benzo[d]imidazol-2-yl)phenyl)methanol

Produkt 1

HCID 219851714-(1H-benzimidazol-2-yl)benzaldehydeAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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) δ7.28 (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)).

Aufarbeitung

  1. filtrationThe mixture was filtered through celite
  2. washthe cake washed with CH2Cl2
  3. customthe solvent from the eluent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-094cb66795d547f282a1f69d89c89d68
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734191B2

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