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Trichlorophenoxyacetic acid → 3-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-benzoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trichlorophenoxyacetic acid | HCID 1480 | — |
| 反応物 | Benzoic acid, 3-amino-, methyl ester | HCID 78274 | — |
| 反応物 | PyBOP | HCID 2724699 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-benzoic acid methyl ester | HCID 24811001 | 85.6% |
反応手順
The mixture of (2,4,5-trichloro-phenoxyacetic acid (127.8 mg, 0.5 mmol), 3-aminobenzoic acid methyl ester (151.2 mg, 1.0 mmol), 4-dimethylaminopyridine (122.2 mg, 1.0 mmol) and benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate (pybop) (520.3 g, 1.0 mmol) in DMF (5.0 mL) was stirred overnight and then partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by silica gel flash column chromatography (n-Hexane:Ethyl acetate:MeOH=6:3:1) to give 3-[2-(2,4,5-trichloro-phenoxy)-acetylamino]-benzoic acid methyl ester as a white solid (166.4 mg, 85.6% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08394799B2 |
| 出典データセット | uspto-grants-2013_03 |
| ORD ID | ord-abdd9bc9d0c347d5a931bf1da08883e2 |
| 出典メモ | uspto-grants-2013_03 |