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Acetic Acid → 2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2-(2-(4-Methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazole | HCID 67498451 | — |
| 触媒 | Iron | HCID 23925 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | 2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazole | HCID 67498567 | 18.2% |
反応手順
To 2-(2-(4-methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazole (see Working Example 113-2) (367 mg, 0.910 mmol) was added iron powder (102 mg, 1.82 mmol), 10% aqueous acetic acid (5 mL) and methanol (7 mL), and this was heated to reflux for 16 hours. After the reaction solution was cooled, saturated aqueous sodium hydrogen carbonate solution and chloroform were added, this was filtered through Celite, and the filtrate obtained was extracted. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (61.8 mg, 18% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829035B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-e4345ba1d1c04e26b9671a58bffa3f66 |
| 出典メモ | uspto-grants-2014_09 |