反应详情

A solution of sodium acetate trihydrate (5.8 g, 0.04 m), 3-pyridinecarboxaldehyde (2.3 g., 0.02 m), p-methoxyphenylglyoxal monohydrate (3.92 g., 0.02 m), water (20 ml.), concentrated aqueous ammonia (25 ml.), and methanol (75 ml.) is allowed to stand at room temperature overnight. The solution is concentrated to dryness under reduced pressure (20 mm) over steam, treated with saturated Na2CO3 (100 ml.) and extracted with chloroform (3 × 100 ml.). The organic layer is dried over Na2SO4, filtered and concentrated to dryness. The residue is chromatographed on silica gel (300 ml.) and the product eluted with 3-5% MeOH/CHCl3. The material is crystallized from acetonitrile to give 2.3 g. of 4-p-methoxyphenyl)-2-(3-pyridyl)imidazole of m.p. 184-186.

1. concentrationThe solution is concentrated to dryness under reduced pressure (20 mm) over steam
2. additiontreated with saturated Na2CO3 (100 ml.)
3. extractionextracted with chloroform (3 × 100 ml.)
4. dry with materialThe organic layer is dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated to dryness
7. customThe residue is chromatographed on silica gel (300 ml.)
8. washthe product eluted with 3-5% MeOH/CHCl3
9. customThe material is crystallized from acetonitrile
10. customto give 2.3 g