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4-Chlorobenzoyl chloride → Methyl 4-{[(4-chlorobenzoyl)amino]methyl}benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Chlorobenzoyl chloride | HCID 8501 | — |
| 反応物 | Methyl 4-(aminomethyl)benzoate | HCID 571728 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 4-{[(4-chlorobenzoyl)amino]methyl}benzoate | HCID 60409609 | 60% |
反応手順
To a stirred solution of methyl 4-(aminomethyl)benzoate (75 g, 0.46 mol) and TEA (315 mL, 2.27 mol) in anhydrous DCM (1.5 L) was added a solution of freshly prepared 4-chloro benzoyl chloride (0.91 mol) in DCM (400 mL). The resulting mixture was allowed to stir for 12 hrs. The reaction was quenched with a 10% aqueous solution of sodium hydrogenocarbonate. The organic layer was washed with a 1.5N HCl solution and water. After drying over MgSO4 and evaporation of the solvent in vacuo, a solid was obtained. Recrystallization form MeOH gave the title compound (80 g) in a 60% yield as a white powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07696231B2 |
| 出典データセット | uspto-grants-2010_04 |
| ORD ID | ord-018a57b570714f0d83f16d6d6baeab08 |
| 出典メモ | uspto-grants-2010_04 |