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p-Toluenesulfonic acid monohydrate → Methyl 4-[(2-{1-[2-bromo-5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 反応物 | Chloroform ethylacetate | HCID 21584013 | — |
| 反応物 | 2-Bromo-5-(4-t-butylphenyl)-4-hydroxy-3-methylcarbonylthiophene | HCID 67050460 | — |
| 反応物 | 4-Hydrazinocarbonylmethylbenzoate | HCID 131727585 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | Methyl 4-[(2-{1-[2-bromo-5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoate | HCID 72360005 | 62% |
反応手順
To a suspension of 2-bromo-5-(4-t-butylphenyl)-4-hydroxy-3-methylcarbonylthiophene (1.00 g, 2.83 mmol) synthesized in Reference Synthetic Example 55 and 4-hydrazinocarbonylmethylbenzoate (550 mg, 2.83 mmol) in isopropyl alcohol (28.3 mL), tosylic acid monohydrate (146 mg, 0.85 mmol) was added, and the mixture was heated with reflux for about 1 hour. The reaction solution was concentrated, and then purified with a silica gel column chromatography (chloroform, and then chloroform/ethyl acetate=95/5) to obtain the desired product as a yellow solid (935 mg, yield 62%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08318796B2 |
| 出典データセット | uspto-grants-2012_11 |
| ORD ID | ord-6c2c5877abe346b58f80024c4d01bc89 |
| 出典メモ | uspto-grants-2012_11 |