Sodium Hydroxide → 2-(2,6-diethyl-benzyl)-1H-imidazole

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Reaction Steps

To a solution of 90 mg (0.39 mmol) (2,6-diethyl-phenyl)-(1H-imidazol-2-yl)-methanol (Example 96) in 2 ml concentrated aqueous HCl solution were added 500 mg zinc foil and heated to reflux for 20 hours. Then the mixture was cooled to ambient temperature, aqueous sodium hydroxide solution added, the turbid solution filtered and the filtrate extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered and evaporated. 2-(2,6-Diethyl-benzyl)-1H-imidazole was obtained as off-white solid: MS (EI): 214.3 (M+.).

Provenance & Evidence