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Acetonitrile → Methyl [4-(4-imidazol-1-yl-methyl-3-isopropyl-phenylethynyl)-phenyl]-acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetonitrile | HCID 6342 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1-(1H-Imidazol-1-yl)ethanone | HCID 17174 | — |
| 反応物 | Methyl [4-(4-bromomethyl-3-isopropyl-phenylethynyl)-phenyl]-acetate | HCID 86585936 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Methyl [4-(4-imidazol-1-yl-methyl-3-isopropyl-phenylethynyl)-phenyl]-acetate | HCID 86585935 | 58% |
反応手順
A solution of methyl[4-(4-bromomethyl-3-isopropyl-phenylethynyl)-phenyl]-acetate (Intermediate 156, 72.0 mg, 0.19 mmol) and 1-acetylimidazole (22.0 mg, 0.20 mmol) in 5 mL CH3CN was heated at 65° C. for 8 h and then at 55° C. for 16 hours. The solution was cooled to room temperature, diluted with H2O and made basic by addition of Na2CO3, and extracted with EtOAc. The combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4), and concentrated under reduced pressure. Column chromatography (0.5% Et3N in 5% MeOH-EtOAc) afforded 40.0 mg (58%) of the title compound as a colorless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06303785B1 |
| 出典データセット | uspto-grants-2001_10 |
| ORD ID | ord-8a1347ceb07b4c639bd3b3caf55ade7e |
| 出典メモ | uspto-grants-2001_10 |