Reaktion #65249

Reaktionsgleichung

2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole

→

2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehyde

Ausbeute 78.0%

Lösungsmittel

toluene

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe solids were filtered
2. 2
   Einengenthe filtrate concentrated
3. 3
   Sonstigeflash chromatographed over silica gel with 6:4 hexane/ethyl acetate

Vorschrift

A solution of 2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole (5.4 g, 0.0194 mol) in toluene (25 mL) was added to a suspension of activated manganese dioxide (27 g) in methylene chloride (325 mL). The suspension was stirred at room temperature for 17 hours. The solids were filtered and the filtrate concentrated and flash chromatographed over silica gel with 6:4 hexane/ethyl acetate to afford 4.16 g (78%) of 2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehyde, as an oil. NMR and IR were consistent with the structure.

Quelle