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3-Aminobenzenesulfonic acid → 3-(4-Tert-butylbenzamido)benzenesulfonic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Aminobenzenesulfonic acid | HCID 8474 | — |
| 反応物 | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 3-(4-Tert-butylbenzamido)benzenesulfonic acid | HCID 58988109 | 63% |
反応手順
To a solution of 3-amino benzenesulfonic acid (1.7 g, 10 mmol) in pyridine (100 mL) was added 4-tert-butyl benzoyl chloride (2.0 mL, 10 mmol). The reaction was stirred at room temperature 16 h and the solvent was evaporated under vacuum. The residue was dissolved in EtOAc and washed with 1 M aqueous hydrochloric acid. The aqueous washes were extracted with EtOAc. The combined organic extracts were dried over Na2SO4 and concentrated under vacuum. The residue was purified by silica gel chromatography (10%-20% MeOH—CH2Cl2) to obtain 3-(4-tert-butylbenzamido)benzenesulfonic acid (2.1 g, 63% yield). LC/MS: m/z 334.3 (M+H)+ at 2.79 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08841483B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-9d0f7ca0e0404b92bc69741d34050640 |
| 出典メモ | uspto-grants-2014_09 |