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Triethylamine → 4,5-Dibromo-N-methoxy-N-methylfuran-2-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| 反応物 | 4,5-Dibromofuran-2-carbonyl chloride | HCID 14873740 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4,5-Dibromo-N-methoxy-N-methylfuran-2-carboxamide | HCID 44629754 | 96.2% |
反応手順
A solution of the product of Step 1 (0.1 mol) in dichloromethane (300 ml) was cooled to 0° C. and treated with N,O-dimethylhydroxylamine hydrochloride (11.7 g, 0.12 mol) followed by triethylamine (36 ml, 0.36 mol). The mixture was allowed to warm to room temperature and stirred for 30 minutes The solvent was evaporated in vacuo and the residue partitioned between ethyl acetate and water. After separation of the layers, the organic phase was washed sequentially with 2M hydrochloric acid, water and brine, dried and concentrated in vacuo. The product was purified by silica gel chromatography eluting with ethyl acetate/hexane (1:1) to give the title compound (30.1 g, 96%); 1H NMR (CDCl3) 7.12 (1H, s), 3.78 (3H, s), 3.31 (3H, s).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07452906B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-67d1eb100f8a414581bc453c77ca0370 |
| 出典メモ | uspto-grants-2008_11 |