化工社化工社 化学情報印刷レポート · 研究参考用
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → Ethyl 3,4-Diaminobenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| 反応物 | Methyl 3-amino-4-hydroxybenzoate | HCID 10815 | — |
| 反応物 | Methyl 4-Formylbenzoate | HCID 15294 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Ethyl 3,4-Diaminobenzoate | HCID 458855 | 86% |
反応手順
A mixture of methyl 3-amino-4-hydroxybenzoate (2.5 g, 15 mmol) and methyl 4-formylbenzoate (2.46 g, 15 mmol) in methanol (75 mL) was stirred at rt overnight. The solvent was evaporated under reduced pressure and the remaining residue was dissolved in dichloromethane (150 mL). DDQ (3.5 g, 15.4 mmol) was added and the reaction mixture was stirred at rt for 1 h. Saturated NaHCO3 (200 mL) was added. The suspension was filtered off, the resulting solid was washed with saturated NaHCO3 (50 mL), water (50 mL), and ethyl acetate (100 mL) and dried in vacuo to give compound 1 (4 g, 86% yield) as yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08877707B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-1eb8cd1d69e04211956f80992d8ed9cc |
| 出典メモ | uspto-grants-2014_11 |