반응 #319483

반응 방정식

2-chloroethylamine hydrochloride

sodium hydride

4-(1H-imidazol-1-yl)phenol

→

title compound

2-[4-(1H-Imidazol-1-yl)phenoxy]ethanamine dihydrochloride

용매

dimethylformamide

dimethylformamide

반응 조건

후처리

1. 1
   온도Maintain the temperature below 0° C.
2. 2
   workup.ADDITIONduring the addition
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.ADDITIONAfter addition
5. 5
   온도heat for 24 hours
6. 6
   온도After this time, cool the reaction mixture
7. 7
   기타quench with water
8. 8
   여과Filter the solids
9. 9
   세척wash the mother liquors with 2X250 mL ether, 3X250 mL methylene chloride
10. 10
    건조Dry the methylene chloride layers over Na2SO4
11. 11
    기타evaporate the solvents
12. 12
    workup.DISSOLUTIONDissolve the resultant oil in methanolic HCl
13. 13
    기타evaporate the solvent

실험 절차

To a cold solution of 11.3 g (0.235 mol) 50% sodium hydride in 50 mL dimethylformamide add 15 g (0.094 mol) 4-(1H-imidazol-1-yl)phenol portionwise. Maintain the temperature below 0° C. during the addition. After the addition, add dropwise a solution of 10.89 g (0.094 mol) 2-chloroethylamine hydrochloride in 50 mL dimethylformamide. After addition, warm the reaction mixture to 70° C., and heat for 24 hours. After this time, cool the reaction mixture and quench with water. Filter the solids and wash the mother liquors with 2X250 mL ether, 3X250 mL methylene chloride. Dry the methylene chloride layers over Na2SO4 and evaporate the solvents. Dissolve the resultant oil in methanolic HCl and evaporate the solvent to obtain the title compound.

출처