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3,5-Dimethylbenzyl bromide → N-Propenyl-4-trifluoromethoxy-benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,5-Dimethylbenzyl bromide | HCID 141334 | — |
| 反応物 | N-Allyl-4-trifluoromethoxy-benzamide | HCID 22616308 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | N-Propenyl-4-trifluoromethoxy-benzamide | HCID 54407387 | 65% |
反応手順
Compound 11 (100 mg, 0.57 mmol) was combined with 3,5-dimethylbenzyl bromide (0.57 mmol) and heated in toluene to 100° C. for 2 hours. The resulting mixture was cooled and washed with aqueous sodium bicarbonate and extracted with methylene chloride. The organic extract was dried (sodium sulfate), filtered, and purified by silica gel chromatography (methylene chloride, methanol) to yield 12 (example 21) (65%). 1H NMR (400 MHz, CDCl3) δ8.57 (d, J=8.0 Hz, 1 H, Ar), 7.13 (dd, J=2.8, 9.2 Hz, 1 H, Ar), 6.99 (d, J=7.2 Hz, 1 H, Ar), 6.89 (s, 3 H, Ar), 6.85 (d, J=2.8 Hz, 1 H, Ar), 6.42 (d, J=7.2 Hz, 1 H, Ar), 5.36 (s, 2 H, CH2), 3.90 (s, 3 H, CH3O), 2.24 (s, 6 H, CH3); M/Z (ESI+) 293 ([M+H]+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06376530B1 |
| 出典データセット | uspto-grants-2002_04 |
| ORD ID | ord-555db30bd7194e9394527049c5d52385 |
| 出典メモ | uspto-grants-2002_04 |