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Citric Acid → Methyl 2-{[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Citric Acid | HCID 311 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Methyl Anthranilate | HCID 8635 | — |
| 反応物 | 2-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate | HCID 86676334 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | Methyl 2-{[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}benzoate | HCID 71238679 | 92.2% |
反応手順
To a mixture of 2.09 g of 2-(trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate and 20 mL of methylene chloride were added 982 mg of methyl 2-aminobenzoate and 2.10 mL of pyridine under ice-cooling, followed by stirring at room temperature for 15 hours. To the reaction mixture was added a 10% aqueous citric acid solution, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 2.61 g of methyl 2-{[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}benzoate as a colorless oily substance.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09284295B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-85f77c7d02fa4c4e97559078b7e23ae5 |
| 出典メモ | uspto-grants-2016_03 |