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Sodium Hydroxide → 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | methyl 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylate | HCID 57826770 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid | HCID 57826611 | 47.2% |
反応手順
A solution of methyl 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylate (300 mg, 1.25 mmol) in 6N sodium hydroxide (4.16 ml, 24.93 mmol) and tetrahydrofuran (5.4 ml) was stirred at 70° C. in a sealed tube for 1 h. The resulting solution was cooled and then partitioned between H2O-DCM. The aqueous phase was adjusted to pH ˜4 and then washed several times with DCM. The combined organic fractions were dried over Na2SO4 and concentrated affording 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid (267 mg, 0.59 mmol, 47% yield) as a white foam: LCMS (ES) m/e 265 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08273782B2 |
| 出典データセット | uspto-grants-2012_09 |
| ORD ID | ord-96a1cfab6df94ccb9956623120e04ff4 |
| 出典メモ | uspto-grants-2012_09 |