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N-Benzyl-2-chloroacetamide → Methyl [N-benzylcarbamoyl]methyl(2E)but-2-ene-1,4-dioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-Benzyl-2-chloroacetamide | HCID 96233 | — |
| 反応物 | Cesium bicarbonate | HCID 2734983 | — |
| 反応物 | Monomethyl Fumarate | HCID 5369209 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | Methyl [N-benzylcarbamoyl]methyl(2E)but-2-ene-1,4-dioate | HCID 59202045 | 53% |
反応手順
Following general procedure A, methyl hydrogen fumarate (MHF) (0.50 g, 3.85 mmol) dissolved in NMP was reacted at ca. 55° C. with N-benzyl chloroacetamide (0.84 g, 4.61 mmol) in the presence of CsHCO3 (0.89 g, 4.61 mmol) to afford 0.56 g (53% yield) of the title compound (2) as a white solid after purification by mass-guided preparative HPLC and lyophilization. 1H NMR (CDCl3, 400 MHz): δ 7.36-7.26 (m, 5H), 6.94-6.88 (m, 2H), 6.19 (br s, 1H), 4.73 (s, 2H), 4.51 (d, J=5.6 Hz, 2H), 3.81 (s, 3H). MS (ESI): m/z 278.04 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08778991B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-ba40f69cbbad46a69bd0ae38c5223733 |
| 出典メモ | uspto-grants-2014_07 |