反応 #44759

反応方程式

2,2,3,3,3-pentafluoropropyl 4-methylbenzenesulfonate

4-hydroxybenzaldehyde

potassium carbonate

→

4-(2,2,3,3,3-pentafluoropropoxy)benzaldehyde

収率 30.2%

溶媒

ethyl acetate

DMF

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGThe mixture was stirred
3. 3
   温度heated at 100° C. for 7 h
4. 4
   温度to cool
5. 5
   洗浄washed with water (3×) and brine
6. 6
   濃縮concentrated
7. 7
   その他Purification by flash chromatography on silica gel using a gradient of ethyl acetate in hexane

実験手順

A solution of 4-hydroxybenzaldehyde (2 g, 16.7 mmol) in DMF (33 mL) was stirred as solid potassium carbonate (4.1 g, 29.7 mmol) was added, and the reaction mixture was then stirred at RT. After 30 min, solid 2,2,3,3,3-pentafluoropropyl 4-methylbenzenesulfonate (5 g, 16.4 mmol) was added into the reaction mixture. The mixture was stirred and heated at 100° C. for 7 h. The reaction mixture was allowed to cool, diluted with ethyl acetate, washed with water (3×) and brine, and concentrated. Purification by flash chromatography on silica gel using a gradient of ethyl acetate in hexane afforded 4-(2,2,3,3,3-pentafluoropropoxy)benzaldehyde (1.26 g).

出典