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Water → 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Chloroacetone | HCID 6571 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride | HCID 45074003 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-one | HCID 58318043 | — |
反応手順
A mixture containing 5-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (1 g, 4 mmol), chloroacetone (407 mg, 4.4 mmol) and potassium carbonate (1.38 g, 10 mmol) in dimethyl formamide (DMF) (8 ml) is stirred at room temperature for 18 hours. To this mixture is added water (50 ml) and ethyl acetate (50 ml). The organic layer is separated, washed with brine, dried over MgSO4, and concentrated. The crude product is purified by flash column chromatography using 30% ethyl acetate in dichloromethane as eluent to give 1-(5-Bromo-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-one as an orange oil. LC-MS m/z: 269.1 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08507491B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-af0443489ea74fdda2af49b22b005c94 |
| 出典メモ | uspto-grants-2013_08 |