反応 #2564

反応方程式

sodium hydride

4-methoxymethyl-N-(2-methoxyphenyl)benzamide

1-(2-chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride

sodium iodide

→

title compound

収率 54.7%

N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methoxymethyl-N-(2-methoxyphenyl)benzamide

収率 54.7%

溶媒

DMF

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   workup.WAITat 60° C. for 3.5 hours
3. 3
   その他DMF was removed by evaporation
4. 4
   workup.ADDITIONThe resulting residue was diluted with water (10 ml)
5. 5
   抽出extracted with ethyl acetate
6. 6
   洗浄the organic layer was washed with water and saturated brine
7. 7
   乾燥dried on anhydrous sodium carbonate
8. 8
   その他Thereafter, the solvent was removed by evaporation
9. 9
   その他the resulting residue was purified

実験手順

In an atmosphere of argon, 4-methoxymethyl-N-(2-methoxyphenyl)benzamide (126 mg, 0.464 mmol), 1-(2-chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride (157 mg, 0.511 mmol) and sodium iodide (154 mg, 1.02 mmol) were dissolved in DMF (3 ml) to which was subsequently added sodium hydride (40 mg, 60%, 1.0 mmol) at room temperature. After stirring at room temperature for 10 minutes and then at 60° C. for 3.5 hours, DMF was removed by evaporation. The resulting residue was diluted with water (10 ml) and extracted with ethyl acetate, and the organic layer was washed with water and saturated brine and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by subjecting it to a silica gel column chromatography (methylene chloride:methanol=80:1-ethyl acetate) to obtain 128 mg (54.7%) of the title compound in the form of colorless oil.

出典