反应详情

To a solution of 5.0 g of p-tetradecyloxyphenylacetyl chloride in 50 ml of tetrahydrofuran is added to a solution of 4.31 g of pyridine and 2.36 g of 4-(2-methyl-1H-imidazol-1-yl)benzenamine in 50 ml of tetrahydrofuran over 5 minutes. The mixture is stirred at ambient temperature for 1 hour, heated to reflux and allowed to stir at room temperature for 2 hours. The solvent is evaporated to a residue which is partitioned between chloroform and dilute sodium bicarbonate. The organic layer is separated, washed with water, dried and filtered through a pad of magnesium silicate. The solvent is evaporated to an oil which crystallizes from methyl alcohol:water to give 4.0 g of white solid which is chromatographed on silica gel using ethyl acetate containing 0.1% ammonium hydroxide to give 3.9 g of the desired product as a white solid, m.p. 106°-109° C.

1. temperatureheated
2. temperatureto reflux
3. stirringto stir at room temperature for 2 hours
4. customThe solvent is evaporated to a residue which
5. customis partitioned between chloroform and dilute sodium bicarbonate
6. customThe organic layer is separated
7. washwashed with water
8. customdried
9. filtrationfiltered through a pad of magnesium silicate
10. customThe solvent is evaporated to an oil which
11. customcrystallizes from methyl alcohol