반응 #684978

반응 방정식

HOAt

EDC

racemic ketoprofen

6-sulfamoylhexanoic acid ethyl ester

→

title compound

수율 46.3%

6-[2-(3-Benzoylphenyl)propionylsulfamoyl]hexanoic acid

수율 46.3%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타resulted
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 3 d
3. 3
   세척The mixture was washed with 1N aqueous HCl
4. 4
   건조dried over MgSO4
5. 5
   농축concentrated
6. 6
   기타Purification by column chromatography

실험 절차

To a suspension of racemic ketoprofen (3.81 g, 15.0 mmol) in dichloromethane (50 ml) were added HOAt (2.04 g, 15.0 mmol) and EDC (2.88 g, 15.0 mmol), and the mixture was stirred until a clear solution resulted. To this solution was added a solution of 6-sulfamoylhexanoic acid ethyl ester (2.23 g, 10.0 mmol) and DI PEA (2.56 ml) in dichloromethane, and the mixture was stirred at room temperature for 3 d. The mixture was washed with 1N aqueous HCl, dried over MgSO4, and concentrated. Purification by column chromatography yielded 2.0 g (44%) of the title compound. An analytical sample was obtained by preparative HPLC.

출처