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Diethyl Ether → 1-(4-Bromo-2-chlorophenyl)ethan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | 4-bromo-2-chloro-N-methoxy-N-methylbenzamide | HCID 59843076 | — |
| 反応物 | HCID 178418573 | HCID 178418573 | — |
| 反応物 | HCID 178418689 | HCID 178418689 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(4-Bromo-2-chlorophenyl)ethan-1-one | HCID 15560950 | — |
反応手順
To a stirring solution of 4-bromo-2-chloro-N-methoxy-N-methylbenzamide (890 mg, 3195 μmol) in THF (10 mL) at −5° C. under nitrogen was slowly added methylmagnesium bromide 3.0 m in diethyl ether (1278 μl, 3834 μmol). After 30 min another 1.3 mL (3.8 mmol; 1.2 eq) of MeMgBr added at 23° C. After an additional hour, LCMS suggests 95% conversion. Reaction quenched with sat NH4Cl (10 mL) and resulting white cake washed repeatedly with diethyl ether. Combined organics washed with water and sat NaCl then pushed through a plug of silica (10 g). 1-(4-bromo-2-chlorophenyl)ethanone isolated as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08198448B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-0e21f069e41e4751ad3c84a4942412da |
| 出典メモ | uspto-grants-2012_06 |