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Benzoyl chloride, 3,4,5-trimethoxy- → (2-(Phenylamino)-1-trityl-1H-imidazol-4-yl)(3,4,5 trimethoxyphenyl)methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl chloride, 3,4,5-trimethoxy- | HCID 78282 | — |
| 反応物 | N-Phenyl-1-trityl-1H-imidazol-2-amine | HCID 66794278 | — |
| 反応物 | HCID 178418306 | HCID 178418306 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (2-(Phenylamino)-1-trityl-1H-imidazol-4-yl)(3,4,5 trimethoxyphenyl)methanone | HCID 66780583 | 43.7% |
反応手順
At −78° C., t-BuLi in THF (1.7 M, 0.34 mL, 0.58 mmol) was added to a solution of trityl protected compound (d) (116 mg, 0.289 mmol) in THF. Then 3,4,5-trimethoxybenzoyl chloride (66.5 mg, 0.289 mmol) was added and stirred overnight. The reaction mixture was quenched with saturated NR4Cl, and dried with MgSO4. Filtration and evaporation of the solvent followed by chromatography afforded compound (e) (75 mg, 43.7%). 1H NMR (500 MHz, CDCl3) δ 7.55-7.41 (m, 5H), 7.32 (s, 1H), 7.28-7.18 (m, 15H), 6.94 (s, 2H), 3.78 (s, 6H), 3.70 (s, 3H). MS: 594.2 (M−H)−; 596.3 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822513B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-a52012a079dc464ba99b862016fe9c37 |
| 出典メモ | uspto-grants-2014_09 |