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Carbon tetrabromide → 2-Nitrophenethyl bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon tetrabromide | HCID 11205 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 2-Nitrophenethyl alcohol | HCID 27054 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Nitrophenethyl bromide | HCID 12363878 | 80.8% |
反応手順
Triphenylphosphine (39.2 g, 0.150 mol) and carbon tetrabromide (49.5 g, 0.150 mol) were added sequentially to a solution of 2-(2-hydroxyethyl)-nitrobenzene (25.0 g, 0.150 mol) in methylene chloride (400 mL) at 0° C. The reaction was stirred overnight and quenched with saturated sodium bicarbonate solution. The methylene chloride phase was washed with saturated brine and dried over magnesium sulfate. The crude product was treated with ethyl acetate, and the precipitated triphenylphosphine oxide removed by filtration. Further purification by flash chromatography by (silica gel, 0–10% ethyl acetate in hexane gradient elution) produced the title compound (27.9 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07196079B2 |
| 出典データセット | uspto-grants-2007_03 |
| ORD ID | ord-9e824795d08c4e0a87a527f40527cb19 |
| 出典メモ | uspto-grants-2007_03 |