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Sodium hydride → Methyl 3-[(e)-1-(4-fluorobenzoyl)-4-phenyl-3-butenyl]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Bromomethylstyrene | HCID 98116 | — |
| 反応物 | Methyl 3-[2-(4-fluorophenyl)-2-oxoethyl]benzoate | HCID 18510261 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 3-[(e)-1-(4-fluorobenzoyl)-4-phenyl-3-butenyl]benzoate | HCID 18510225 | 87.7% |
反応手順
To a solution of the product from Step 1 (1.0 g, 3.7 mmol) and cinnamyl bromide (0.72 g, 3.7 mmol) in DMF (15 mL) at 0° C. under N2 was added the NaH (121 mg, 4.0 mmol, 80% in oil). After 20 min. at 0° C., the reaction was stirred for 1 h at r.t. Saturated NH4Cl (15 mL) was then added and the product was extracted with Et2O. The organic phase was washed with H2O and brine, and was then dried (MgSO4) filtered, and evaporated. The residue was purified by flash chromatography (1:10 EtOAc:hexane) to give a colourless oil (1.26 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06583126B2 |
| 出典データセット | uspto-grants-2003_06 |
| ORD ID | ord-1f8e870885524a499154f697da8702ca |
| 出典メモ | uspto-grants-2003_06 |