反応 #347925

反応方程式

methyl 3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-benzylpropanoate

N-chlorosuccinimide

→

title compound

収率 55.0%

methyl 3-[2-n-butyl-4-chloro-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-benzylpropanoate

収率 55.0%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他over a one hour
2. 2
   その他The tetrahydrofuran was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   洗浄washed with 5% aqueous sodium bicarbonate solution and water
5. 5
   その他chromatographed over silica gel with 1:1 hexane/ethyl acetate

実験手順

To a solution of methyl 3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-benzylpropanoate [Example 9 (4.34 g, 0.01 mol) in tetrahydrofuran (20 mL) was added N-chlorosuccinimide (1.35 g, 0.01 mol) in portions over a one hour period. The mixture was heated to 60° C. for one-hour. The tetrahydrofuran was evaporated, the residue was dissolved in ethyl acetate and washed with 5% aqueous sodium bicarbonate solution and water. The dried, concentrated product was flash chromatographed over silica gel with 1:1 hexane/ethyl acetate to provide 2.7 g (55%) of the title compound.

出典