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2',6'-Dihydroxyacetophenone → 6'-Hydroxy-2'-(tetrahydropyran-2-yloxy)acetophenone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2',6'-Dihydroxyacetophenone | HCID 69687 | — |
| 反応物 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 6'-Hydroxy-2'-(tetrahydropyran-2-yloxy)acetophenone | HCID 11356799 | 2,162.3% |
反応手順
2′,6′-Dihydroxyacetophenone (5.0 g) was dissolved in dioxane (20 mL) and 3,4-dihydro-2H-pyran (16 mL). To the solution was added p-toluenesulfonic acid monohydrate (0.21 g), and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was diluted with diethyl ether, and the mixture was washed with 5% aqueous potassium carbonate solution. The organic layer was extracted with 2 mol/L aqueous sodium hydroxide solution, and the aqueous layer was neutralized until pH was about 8. The resulting mixture was extracted with diethyl ether. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate to give the title compound (5.64 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07566699B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-1df02b8e5f4241548e4ca6542d9a9fd7 |
| 出典メモ | uspto-grants-2009_07 |