I.CO[C:4]1[C:9]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=[CH:8][CH:7]=[CH:6][C:5]=1[CH:18]([CH2:22][CH2:23][CH3:24])[C:19]([OH:21])=[O:20]>C(OC(=O)C)(=O)C>[CH2:22]([CH:18]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH3:17])[C:4]=2[O:20][C:19]1=[O:21])[CH2:23][CH3:24]Hydriodic acid (55-58%, 20 ml) was added portionwise to a solution of 2-[2-methoxy-3-(o-tolyloxy)phenyl]valeric acid (3.7 g) in acetic anhydride (10 ml) with stirring under ice-cooling, and the mixture was refluxed under heating for an hour. After cooling, the reaction mixture was evaporated. The oily residue was purified by column chromatography (silica gel, benzene) to give oily 3-n-propyl-7-(o-tolyloxy)-2,3-dihydrobenzofuran-2-one (2.1 g).
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