反应详情

94.13 g (0.317 mole) of alpha-(2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1H-imidazole-4-methanol hydrochloride (prepared in Example 3.1. or 3.5.) are introduced into 1 liter of anhydrous liquid ammonia. The solubilization of the reagent is completed by the addition of 1 liter of tetrahydrofuran. 14.6 g (0.634 mole) of sodium are then added piece by piece. 5 minutes after the sodium has disappeared, 34 g of ammonium chloride are added and the reaction mixture is stirred for 30 minutes. There is then added 1.56 liter of a 10% solution of methanol in toluene. The ammonia is then evaporated on a water-bath. 780 ml of water are then added and the organic phase is separated. The aqueous phase is extracted twice with 500 ml of toluene. The organic phases are combined and washed with 1 liter of water, then dried over anhydrous sodium sulfate and distilled under reduced pressure. The residue obtained is recrystallized from 900 ml of boiling acetone. There are thus obtained 57.8 g of 4-[(2,2-dimethyl-4H-1,3-benzodioxin-8-yl)methyl]-1H-imidazole; M.P.: 160°-170° C. Yield: 74.6% of theory.

1. custom5 minutes
2. customThe ammonia is then evaporated on a water-bath
3. addition780 ml of water are then added
4. customthe organic phase is separated
5. extractionThe aqueous phase is extracted twice with 500 ml of toluene
6. washwashed with 1 liter of water
7. dry with materialdried over anhydrous sodium sulfate
8. distillationdistilled under reduced pressure
9. customThe residue obtained
10. customis recrystallized from 900 ml of boiling acetone