반응 #55596

반응 방정식

water

dimethylsulfoxide

3,4-dichlorobenzotrifluoride

potassium carbonate

→

3-(2-chloro-4-trifluoromethylphenoxy)benzoic acid

수율 85.0%

반응 조건

후처리

1. 1
   기타3-necked flask fitted with a magnetic stirring bar, condenser
2. 2
   기타drying tube
3. 3
   기타is taken rapidly to 138°-44° C.
4. 4
   온도is maintained
5. 5
   온도heating
6. 6
   workup.WAITis continued overnight
7. 7
   기타(total 22 hrs.)
8. 8
   추출the aqueous reaction mixture extracted with CCl4 (200 ml)
9. 9
   기타The aqueous layer is then decanted
10. 10
    기타The white solid that precipitated
11. 11
    여과is collected by filtration and vacuum
12. 12
    기타dried at 60° C. overnight

실험 절차

To a 300 ml. 3-necked flask fitted with a magnetic stirring bar, condenser, drying tube and thermometer is charged the solid from above dimethylsulfoxide (100 ml), 3,4-dichlorobenzotrifluoride (21.5 g. 0.10 mole) and anhydrous potassium carbonate (5.0 g) to asure an alkaline pH. The reaction temperature is taken rapidly to 138°-44° C. while vigorous stirring is maintained. After 4 hours a significant conversion is realized and heating is continued overnight (total 22 hrs.). The reaction mixture is then cooled to room temperature and poured into water (1000 ml) and the aqueous reaction mixture extracted with CCl4 (200 ml). The aqueous layer is then decanted and acidified to pH 1 with concentrated hydrochloric acid. The white solid that precipitated is collected by filtration and vacuum dried at 60° C. overnight to give 27 g of an off-white solid 3-(2-chloro-4-trifluoromethylphenoxy)benzoic acid (85% yield), mp 124°-5° C.

출처