反应详情

Dissolve 4-(1H-imidazol-1-yl)phenol (4.02 g, 25.1 mmol) in methanol (100 mL) containing potassium hydroxide (3.52 g, 62.74 mmol). Add 2-diethylaminoethyl chloride hydrochloride to this mixture and heat to reflux under nitrogen overnight. Cool the mixture and concentrate in vacuo. Dissolve the residue in water (50mL) and adjust the pH to 13 with 1N NaOH solution. Wash with 2×100 mL of methylene chloride, combine, dry (Na2SO4) and concentrate in vacuo. This residue is dissolved in ethanol and 37% hydrochloric acid is added until pH=1.0. Concentration affords crystals which are recrystallized from isopropanol/ethanol (ca. 4+1). Drying at 80° C. for 5 hr at 1.0 mm give the title compound.

1. temperatureto reflux under nitrogen overnight
2. temperatureCool the mixture
3. concentrationconcentrate in vacuo
4. dissolutionDissolve the residue in water (50mL)
5. washWash with 2×100 mL of methylene chloride
6. dry with materialdry (Na2SO4)
7. concentrationconcentrate in vacuo
8. dissolutionThis residue is dissolved in ethanol
9. addition37% hydrochloric acid is added until pH=1.0
10. concentrationConcentration
11. customaffords crystals which
12. customare recrystallized from isopropanol/ethanol (ca. 4+1)
13. customDrying at 80° C. for 5 hr at 1.0 mm