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2-Bromonaphthalene → 2-(4-Nitrophenylthio)naphthalene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Bromonaphthalene | HCID 11372 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-Nitrobenzenethiol | HCID 15809 | — |
| 触媒 | Copper | HCID 23978 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 2-(4-Nitrophenylthio)naphthalene | HCID 18971685 | 12% |
反応手順
2-Bromonaphthalene (0.08 moles, 16.6 g), 4-nitrothiophenol (0.08 moles, 12.4 g), potassium carbonate (0.1 moles, 13.4 g), copper bronze (6.0 g) and cuprous chloride (0.02 moles, 2.0 g) were heated under reflux for 4 days in 300 ml pyridine. The solution was filtered hot, concentrated, dissolved in ethyl acetate and washed thoroughly with 2N HCl and water. The solution was dried over sodium sulfate, concentrated and purified by HPLC over silica gel eluted with 5% ethyl acetate in hexane. The product was recrystallized from ethyl acetate and hexane to yield 2-(4-nitrophenylthio)naphthalene 2.6 g, 12% in the first crop. Mass spec. (FD) 281.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05624937 |
| 出典データセット | uspto-grants-1997_04 |
| ORD ID | ord-09578c9c56544be3ba3e104ce53517cd |
| 出典メモ | uspto-grants-1997_04 |