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Nitrogen → 2-Bromo-1-(4-methyl-3-nitrophenyl)ethan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Nitrogen | HCID 947 | — |
| 反応物 | 4-Methyl-3-nitrobenzoyl chloride | HCID 66323 | — |
| 反応物 | Trimethylsilyldiazomethane | HCID 167693 | — |
| 反応物 | Acetic Acid Mixture with Hydrobromic Acid | HCID 21893785 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Bromo-1-(4-methyl-3-nitrophenyl)ethan-1-one | HCID 3800422 | 93.8% |
反応手順
To a stirred solution of 4-methyl-3-nitrobenzoyl chloride (Sigma-Aldrich, 2.0 g, 10 mmol) in CH2Cl2 (50 mL) is added trimethylsilyldiazomethane (2.0 M in hexanes, 40 mmol). The mixture is stirred for 2 hours at room temp, then cooled to 0° C. and a solution of HBr/HOAc (6.33 mL, 33% of HBr in HOAc, 35 mmol) is added dropwise (N2 evolution). After addition the mixture is stirred at 0° C. for 5 minutes, concentrated and purified by silica gel chromatography (CH2Cl2) to give the title compound (2.42 g, 93% yield) as a light yellow solid: Rf 0.61 (CH2Cl2)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08871767B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-d233ac288c324ac69bad3ac68f696d43 |
| 出典メモ | uspto-grants-2014_10 |