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3,5-Dimethylisoxazole → 5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,5-Dimethylisoxazole | HCID 9312 | — |
| 反応物 | 1,4-Bis(bromomethyl)cyclohexane | HCID 3613545 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazole | HCID 20064104 | 58% |
反応手順
Butyllithium (23.3 ml, 8.0M in tetrahydrofuran) was added dropwise to a solution of 18.3 g of 3,5-dimethylisoxazole in 800 ml of tetrahydrofuran held at -77° C. under nitrogen, and the mixture was stirred for 30 minutes. 1,4-bis(Bromomethyl)cyclohexane (50.4 g) was then added, and the reaction mixture was stirred for 3 hours at -70° C. and at room temperature overnight. The product was isolated and purified by chromatography to give 31 g (58%) of 5-[2-(4-bromomethylcyclohexyl)ethyl]-3-methylisoxazole as a liquid used directly in the next reaction.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05002960 |
| 出典データセット | uspto-grants-1991_03 |
| ORD ID | ord-50841d247d3d4b39b0a8db65777996b8 |
| 出典メモ | uspto-grants-1991_03 |