化工社化工社 化学情報印刷レポート · 研究参考用
Tetrahydrofuran → 1-(1-methyl-1H-benzo[d]imidazol-5-yl)propan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | N-methoxy-N,1-dimethyl-1H-benzo[d]imidazole-5-carboxamide | HCID 86665700 | — |
| 生成物 | 1-(1-methyl-1H-benzo[d]imidazol-5-yl)propan-1-one | HCID 39103964 | 94% |
反応手順
To a solution of N-methoxy-N,1-dimethyl-1H-benzo[d]imidazole-5-carboxamide (900 mg, 1.0 eq) in 30 mL anhydrous THF was added 3 M EtBrMg (9 mL, 6.0 eq) slowly at 0° C. The reaction was stirred at rt overnight, quenched with sat NH4Cl (aq), and extracted with CH2Cl2. The extract was dried, concentrated, and purified by column chromatography to give the desired product (730 mg, 94%). 1H NMR (400 MHz, CDCl3) δ 8.44 (s, 1H), 8.04 (J=8.4 Hz, 1.6 Hz, 1H), 7.95 (s, 1H), 7.43 (d, J=8.4 Hz, 1H), 3.89 (s, 3H), 3.10 (q, J=7.2 Hz, 2H), 1.27 (t, J=7.2 Hz, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09309211B2 |
| 出典データセット | uspto-grants-2016_04 |
| ORD ID | ord-1a559c9705084fb5ba1aa4491ffb4216 |
| 出典メモ | uspto-grants-2016_04 |