O[C:2]1[CH:10]=[CH:9][C:5]2[CH:6]=[CH:7][O:8][C:4]=2[CH:3]=1.[C:11](=[O:14])([O-])[O-].[K+].[K+].Br[CH2:18][CH2:19]C.O>CN(C=O)C>[CH2:11]([O:14][C:3]1[C:4]2[O:8][CH:7]=[CH:6][C:5]=2[CH:9]=[CH:10][CH:2]=1)[CH2:18][CH3:19]To a solution of 6-hydroxybenzofuran (1.30 g) in DMF (15 ml) was added potassium carbonate (1.88 g) and then was added dropwise bromopropane (1.44 g) under nitrogen atmosphere, and the mixture was refluxed overnight. To the mixture was added water, and the mixture was extracted with ethyl acetate (twice). The organic layer was washed with water (three times) and then washed with saturated brine, and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated to give yellow oil of 7-propoxybenzofuran (0.93 g).
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