반응 #712882

반응 방정식

potassium carbonate

4-Bromo-2,6-dimethylphenol

toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester

water

Intermediate 10

toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester

→

title compound

수율 70.0%

4-(4-Bromo-2,6-dimethyl-phenoxy)-2-methyl-butan-2-ol

수율 70.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture is cooled
2. 2
   추출extracted with diethyl ether
3. 3
   기타The organic phase is dried
4. 4
   기타the solvent removed
5. 5
   기타The residue is purified by flash chromatography (0-50% ethyl acetate in cyclohexane)

실험 절차

4-Bromo-2,6-dimethylphenol (2.00 g, 9.95 mmol), toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester (Intermediate 10, 2.83 g, 10.9 mmol) and potassium carbonate (1.01 g, 10.9 mmol) are combined in N,N-dimethylformamide (50 mL) and heated at 80° C. for 24 hours. The mixture is cooled, poured into water and extracted with diethyl ether. The organic phase is dried and the solvent removed. The residue is purified by flash chromatography (0-50% ethyl acetate in cyclohexane) to give the title compound (Yield 2.00 g). GC (METHOD 1): tR=11.26 min; Mass spectrum (EI+): m/z=286/288 [M]+.

출처