反应详情

A solution of ethyl 3-(4-fluorophenyl)butyrate (45.3 g, 0.215 mol), 85% potassium hydroxide (14.22 g, 0.215 mol, Mallinckrodt) in 200 ml of deionized water was refluxed for 2 h, concentrated by spin evaporation in vacuo, made acidic (pH 3) with 12 N hydrochloric acid (Mallinckrodt), and extracted with dichloromethane (4×200 ml). The dichloromethane layers were combined, washed with deionized water (50 ml), and concentrated by spin evaporation in vacuo. The residue was crystallized from dichloromethane-hexanes to give 34.5 g (88%) of 3-(4-fluorophenyl)butyric acid as a white crystalline solid:

1. concentrationconcentrated by spin evaporation in vacuo
2. extractionextracted with dichloromethane (4×200 ml)
3. washwashed with deionized water (50 ml)
4. concentrationconcentrated by spin evaporation in vacuo
5. customThe residue was crystallized from dichloromethane-hexanes