[CH2:1]([O:8][C:9]1[CH:20]=[CH:19][C:12]2[CH2:13][CH2:14][CH2:15][CH2:16][C:17](=[O:18])[C:11]=2[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[Na+].Cl.[C:25](=O)([O:28]C)[O:26][CH3:27]>>[CH2:1]([O:8][C:9]1[CH:20]=[CH:19][C:12]2[CH2:13][CH2:14][CH2:15][CH:16]([C:25]([O:26][CH3:27])=[O:28])[C:17](=[O:18])[C:11]=2[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1To 3-benzyloxy-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene (2.72 g) dissolved in dimethyl carbonate (30 ml) was added sodium methoxide (2.70 g, 50.0 mmol), and the resulting mixture was stirred at reflux with heating (110° C.) for 6 hours. The reaction mixture was mixed with 1 N hydrochloric acid (60 ml) under ice cooling and was concentrated under reduced pressure to remove the organic solvent, and the aqueous layer was then extracted with ethyl acetate (30 ml×3). The combined organic layers were dried with anhydrous magnesium sulfate and were then concentrated under reduced pressure, and the residue was subjected to column chromatography (silica gel: 40 g, ethyl acetate/hexane=1/30). The objective fractions were concentrated under reduced pressure to obtain methyl 3-benzyloxy-5-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carboxylate (2.88 g, 8.88 mmol).
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