Methanol → Methyl 5-hydroxybenzofuran-2-carboxylate
反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]([OH:12])=[O:11])=[CH:7][C:6]=2[CH:13]=1.S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:11][C:10]([C:8]1[O:9][C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:13][C:6]=2[CH:7]=1)=[O:12]参加物
4
実験手順
To a solution of 5-hydroxy-benzofuran-2-carboxylic acid (4.6 g, 26.0 mmol) in MeOH (100 mL) was added concentrated sulfuric acid (1.2 g, 13.0 mmol) and the resultant solution was heated (reflux, 18 h). The reaction was cooled (rt) and concentrated in vacuo. The resultant residue was purified by silica gel flash column chromatography using MeOH:DCM (10%) to provide the title compound (4.14 g, 83%). MS (ESI): mass calcd for C10H8O4, 192.0; m/z found, 193.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.47 (s, 1H), 7.39 (d, J=9.0, 1H), 7.04 (d, J=2.5, 1H), 6.97 (dd, J=9.0, 2.5, 1H), 3.92 (s, 3H).
後処理
- temperature(reflux, 18 h)
- concentrationconcentrated in vacuo
- customThe resultant residue was purified by silica gel flash column chromatography
出典と根拠
- ORDレコード
- ord-f48aca3efcba4a49be61d06c12167734
- 出典データセット
- uspto-grants-2013_03
- 特許番号
- US08399465B2
反応ノート
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