Potassium Carbonate → 4-(4-Bromo-3,5-dimethylphenoxy)-2-methylbutan-2-ol

Participants

Reaction Conditions

Reaction Steps

40.7 g (157 mmol) of toluene-4-sulfonic acid 3-hydroxy-3-methylbutyl ester (product of step 1), 34.0 g (169 mmol) of 4-bromo-3,5-dimethylphenol and 25.0 g (180 mmol) of potassium carbonate are dissolved in 114 ml DMF. The reaction mixture is stirred at 50° C. for 16 h. The reaction mixture is poured into aq. NH4Cl solution and stirred. Then the layers are separated. The aq. layer is extracted with DCM. The combined organic layers are washed with water and dried. The solvent is evaporated and the residue is chromatographed on silica gel (PE/EtOAc) to give the title compound. Yield: 38.3 g; Mass spectrum (ESI+): m/z=287 [M+H]+.

Provenance & Evidence