반응 #663849

반응 방정식

3-hydroxy-3-methylbutyl 4-methylbenzenesulfonate

4-bromo-3,5-dimethylphenol

ethyl acetate

potassium carbonate

→

title compound

수율 91.0%

4-(4-bromo-3,5-dimethylphenoxy)-2-methylbutan-2-ol

수율 91.0%

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The organic phase was successively washed with water (50 mL) and brine (50 mL)
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   기타From the organic phase, the solvent was removed by evaporation under reduced pressure
5. 5
   기타the resultant residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=80:20 to 70:30)
6. 6
   기타From the eluted solution, the solvent was removed by evaporation under reduced pressure

실험 절차

A mixed solution of 3-hydroxy-3-methylbutyl 4-methylbenzenesulfonate (4.24 g) synthesized in accordance with the method described in [WO 2009/067613 pamphlet, Example 308], 4-bromo-3,5-dimethylphenol (3.0 g), and potassium carbonate (3.09 g) in N,N-dimethylformamide (15 mL) was stirred at 80° C. for 3 hours. To the reaction mixture, ethyl acetate (200 mL) and water (100 mL) were added and the mixture was extracted with ethyl acetate. The organic phase was successively washed with water (50 mL) and brine (50 mL) and then dried over anhydrous sodium sulfate. From the organic phase, the solvent was removed by evaporation under reduced pressure and the resultant residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=80:20 to 70:30). From the eluted solution, the solvent was removed by evaporation under reduced pressure to give the title compound (3.9 g).

출처