反応 #684978

反応方程式

HOAt

EDC

racemic ketoprofen

6-sulfamoylhexanoic acid ethyl ester

→

title compound

収率 46.3%

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

収率 46.3%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他resulted
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 3 d
3. 3
   洗浄The mixture was washed with 1N aqueous HCl
4. 4
   乾燥dried over MgSO4
5. 5
   濃縮concentrated
6. 6
   その他Purification by column chromatography

実験手順

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.

出典