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Dimethylformamide → 3-Methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 3-(Chloromethyl)pyridine | HCID 18358 | — |
| 反応物 | 4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester | HCID 13849456 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 3-Methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester | HCID 68716974 | 90% |
反応手順
To a round bottom flask with stir bar was added 4-hydroxy-3-methyl-benzofuran-2 carboxylic acid t-butyl ester (1 mmol), 3-picolyl chloride (1.1 equiv.) potassium carbonate (5 equiv.) and 10 mL DMF. The reaction mixture was stirred overnight and then slowly added dropwise to water (10 mL) with stirring. The resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL), dried over magenesium sulfate. Filtration and evaporation of solvent afforded 3-methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester as a thick oil in 90% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07420001B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-283ee1398f014fee8050dfa0cf6b04c0 |
| 出典メモ | uspto-grants-2008_09 |