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Potassium Carbonate → 5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Thiourea | HCID 2723790 | — |
| 反応物 | 5-(Bromomethyl)-3-methoxy-1,2-oxazole | HCID 10845405 | — |
| 反応物 | 3-Methylsulfonyl-5,5-dimethyl-2-isoxazoline | HCID 12137656 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazole | HCID 59739599 | 45% |
反応手順
5-Bromomethyl-3-methoxy-isoxazole (1.22 g, 6.35 mmol) was dissolved in ethanol (30 ml) and thiourea (484 mg, 6.4 mmol) was added. The mixture was stirred at room temperature until the solids were dissolved. 3-Methanesulfonyl-5,5-dimethyl-4,5-dihydroisoxazole (1.08 g, 6.4 mmol) and potassium carbonate (880 mg, 6.4 mmol) were added and the mixture was heated under reflux for 1 hour. The solids were removed by filtration and the filtrate was concentrated. The crude product was purified by chromatography on silica gel (eluent: ethyl acetate/hexane) to give the product as colourless oil (0.69 g, 45% yield over 3 steps).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08680290B2 |
| 出典データセット | uspto-grants-2014_03 |
| ORD ID | ord-1b84df4719be4e77bd721b89be15f453 |
| 出典メモ | uspto-grants-2014_03 |