반응 #7166

반응 방정식

N-(3-carboxyphenyl)-4-hydroxy-3-methoxyphenylacetamide

pentafluorophenol

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

desired compound

수율 94.7%

N-[3-(N-cyclohexylcarbamoyl)phenyl]-4-hydroxy-3-methoxyphenylacetamide

수율 94.7%

용매

methylene chloride

반응 조건

후처리

1. 1
   세척The reaction solution is washed with water
2. 2
   기타the solvent is evaporated under reduced pressure
3. 3
   workup.ADDITIONTo the residue are added ethyl acetate (10 ml) and cyclohexylamine (174 mg)
4. 4
   온도the mixture is heated
5. 5
   workup.STIRRINGwith stirring at 60° C. for 18 hours
6. 6
   기타The solvent is evaporated
7. 7
   기타the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

실험 절차

A mixture of N-(3-carboxyphenyl)-4-hydroxy-3-methoxyphenylacetamide (500 mg), pentafluorophenol (305 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (320 mg) and methylene chloride (10 ml) is stirred at 25° C. for 18 hours. The reaction solution is washed with water, and the solvent is evaporated under reduced pressure. To the residue are added ethyl acetate (10 ml) and cyclohexylamine (174 mg), and the mixture is heated with stirring at 60° C. for 18 hours. The solvent is evaporated and the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (600 mg).

출처