반응 #44759

반응 방정식

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

4-hydroxybenzaldehyde

potassium carbonate

→

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

수율 30.2%

용매

ethyl acetate

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGThe mixture was stirred
3. 3
   온도heated at 100° C. for 7 h
4. 4
   온도to cool
5. 5
   세척washed with water (3×) and brine
6. 6
   농축concentrated
7. 7
   기타Purification by flash chromatography on silica gel using a gradient of ethyl acetate in hexane

실험 절차

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).

출처