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Acetic Acid → ethyl 5-(2-hydroxy-2-methylpropyl)-1-propyl-1H-pyrazole-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Diethyl Oxalate | HCID 7268 | — |
| 反応物 | Hydrazine, propyl-, ethanedioate (1:1) | HCID 96079 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | ethyl 5-(2-hydroxy-2-methylpropyl)-1-propyl-1H-pyrazole-3-carboxylate | HCID 66781950 | — |
反応手順
To a solution of sodium tert-butoxide dissolved in ethanol (71 mL) was added diethyl oxalate (16.1 g, 110 mmol) followed by the material obtained in Part A (18.8 g, 100 mmol). The reaction was stirred 30 minutes at ambient temperature before cooling to 0° C. and adding acetic acid (100 mL) and propylhydrazine oxalate (16.4 g, 100 mmol). The reaction was allowed to warm to ambient temperature and stirred for 19 hours. The solvent was removed under reduced pressure. The resulting brown oil was purified by automated flash chromatography (AnaLogix, eluting with a gradient of 50-75% ethyl acetate in hexanes) to provide 9.6 g of ethyl 5-(2-hydroxy-2-methylpropyl)-1-propyl-1H-pyrazole-3-carboxylate as a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08138173B2 |
| 出典データセット | uspto-grants-2012_03 |
| ORD ID | ord-0beb1909aaac4e39a96bf49c09c5c581 |
| 出典メモ | uspto-grants-2012_03 |