反応 #319483

反応方程式

2-chloroethylamine hydrochloride

sodium hydride

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

→

title compound

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

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   温度Maintain the temperature below 0° C.
2. 2
   workup.ADDITIONduring the addition
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.ADDITIONAfter addition
5. 5
   温度heat for 24 hours
6. 6
   温度After this time, cool the reaction mixture
7. 7
   その他quench with water
8. 8
   ろ過Filter the solids
9. 9
   洗浄wash the mother liquors with 2X250 mL ether, 3X250 mL methylene chloride
10. 10
    乾燥Dry the methylene chloride layers over Na2SO4
11. 11
    その他evaporate the solvents
12. 12
    workup.DISSOLUTIONDissolve the resultant oil in methanolic HCl
13. 13
    その他evaporate the solvent

実験手順

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.

出典