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N-Methyl-N-Methoxy-4-(3-indolyl)butyramide → Benzyl-3-(3-indolyl)propyl ketone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-Methyl-N-Methoxy-4-(3-indolyl)butyramide | HCID 11107631 | — |
| 反応物 | HCID 178418336 | HCID 178418336 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Benzyl-3-(3-indolyl)propyl ketone | HCID 57064264 | 68.6% |
反応手順
To a solution of 147 mg (0.60 mmol) of amide 139 in 4.0 mL of THF at -78° C. was added 1.31 mL (1.31 mmol) of benzylmagnesium chloride (1.0M in Et2O) and the reaction mixture was allowed to warm to room temperature and stir for 3 h. The reaction was quenched with 5% KHSO4 and extracted into ether. The combined ethereal layers were washed with brine and dried over MgSO4. Flash chromatography (elution with 25% ether in hexane) gave 108 mg of the ketone 140. 1H NMR consistent with structure.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05723459 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-70019092bb2c48d18020b5be4b31c9ad |
| 出典メモ | uspto-grants-1998_03 |