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Chlorine → 1-Bromo-2-methyl-3-[5-(4-chlorobutyl)-4,5-dihydroisoxazol-3-yl]-4-methylsulfonylbenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chlorine | HCID 24526 | — |
| 反応物 | 6-Chloro-1-hexene | HCID 70233 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 反応物 | Sodium Hypochlorite | HCID 23665760 | — |
| 反応物 | 3-Bromo-2-methyl-6-methylsulfonylbenzaldoxime | HCID 73461944 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-Bromo-2-methyl-3-[5-(4-chlorobutyl)-4,5-dihydroisoxazol-3-yl]-4-methylsulfonylbenzene | HCID 22996973 | — |
反応手順
At room temperature, 50 ml of sodium hypochlorite solution (12.5% of active chlorine, admixed with a spatula tip of sodium acetate) were added dropwise with vigorous stirring to a solution of 15 g (51.4 mmol) of 3-bromo-2-methyl-6-methylsulfonylbenzaldehyde oxime and 6.7 g (56.5 mmol) of 6-chlorohexene in 200 ml of methylene chloride. The reaction mixture was stirred at room temperature overnight. The reaction mixture was then stirred into 300 ml of water. The organic phase was washed three times with water, dried and concentrated to dryness. This gave 19.3 g of a viscous yellow oil (92.4% of theory). The 1H-NMR spectrum corresponds to the given structure.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06613719B1 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-bb837d07e9b04a718187ce79942be239 |
| 出典メモ | uspto-grants-2003_09 |