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Methylamine → N-methyl-3-(4-nitrophenoxy)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methylamine | HCID 6329 | — |
| 反応物 | 3-(4-Nitrophenoxy)benzoic acid | HCID 767919 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 触媒 | Ni methylmorpholine | HCID 131728719 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-methyl-3-(4-nitrophenoxy)benzamide | HCID 23614569 | 48.2% |
反応手順
A mixture of 4-(3-carboxyphenoxy)-1-nitrobenzene (3.72 g, 14.4 mmol), EDCI.HCl (3.63 g, 18.6 mmol), Ni-methylmorpholine (1.6 mL, 14.5 mmol) and methylamine (2.0 M in THF 8 mL, 16 mmol) in CH2Cl2 (45 mL) was stirred at room temp. for 3 d, then concentrated under reduced pressure. The residue was dissolved in EtOAc (50 mL) and the resulting mixture was extracted with a 1M HCl solution (50 mL). The aqueous layer was back-extracted with EtOAc (2×50 mL). The combined organic phases were washed with a saturated NaCl solution (50 mL), dried (Na2SO4), and concentrated under reduced pressure to give 4-(3-(N-methylcarbamoyl)phenoxy)-1-nitrobenzene as an oil (1.89 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07897623B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-4378fea5add54ce29dfdc319cee76cd5 |
| 出典メモ | uspto-grants-2011_03 |