Water → 1-(4-Methoxy-2-benzofuranyl)-1,3-butanedione

反応式

[C:1]([C:4]1[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH3:14])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[H-].[Na+].O.[C:18](OCC)(=[O:20])[CH3:19]>>[CH3:14][O:13][C:12]1[C:6]2[CH:5]=[C:4]([C:1](=[O:3])[CH2:2][C:18](=[O:20])[CH3:19])[O:8][C:7]=2[CH:9]=[CH:10][CH:11]=1

参加物

反応物 4

HCID 962Water

HCID 8857Ethyl Acetate

HCID 24758Sodium hydride

HCID 3042306Ethanone, 1-(4-methoxy-2-benzofuranyl)-

生成物 1

HCID 227289761-(4-Methoxy-2-benzofuranyl)-1,3-butanedione

実験手順

2-Acetyl-4-methoxybenzo(b)furan (2.4 g) was dissolved in ethyl acetate (50 ml), and sodium hydride (1.5 g) was added under ice-cooling. The mixture was stirred at room temperature for 10 min, and the mixture was refluxed under heating for 1 hr. After cooling, the mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and after filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.7 g).