반응 #2564

반응 방정식

sodium hydride

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

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

sodium iodide

→

title compound

수율 54.7%

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

수율 54.7%

용매

DMF

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   workup.WAITat 60° C. for 3.5 hours
3. 3
   기타DMF was removed by evaporation
4. 4
   workup.ADDITIONThe resulting residue was diluted with water (10 ml)
5. 5
   추출extracted with ethyl acetate
6. 6
   세척the organic layer was washed with water and saturated brine
7. 7
   건조dried on anhydrous sodium carbonate
8. 8
   기타Thereafter, the solvent was removed by evaporation
9. 9
   기타the resulting residue was purified

실험 절차

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.

출처