[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[C:5]=1[OH:14])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:22]1[CH2:27][CH2:26][O:25][C:23]1=[O:24]>CC(C)=O>[C:1]([C:4]1[C:5]([O:14][CH:22]2[CH2:27][CH2:26][O:25][C:23]2=[O:24])=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2]To a mixture of methyl 3-acetylsalicylate (5.8 g) and potassium carbonate (10.4 g) in acetone (200 ml) was added α-bromo-γ-butyrolactone (12.5 g) under stirring, and the mixture was refluxed for 11 hours. The insolubles were filtered off and the filtrate was concentrated under reduced pressure. The residue was subjected to chromatography on silica gel eluting with chloroform. By the above procedure, there was obtained α-[(6-acetyl-2-methoxycarbonylphenyl)oxy]-γ-butyrolactone as pale yellow oil.
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