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2,2-Difluoropropane-1,3-diol → 1,3-Dioxane, 5,5-difluoro-2-[(phenylmethoxy)methyl]-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,2-Difluoropropane-1,3-diol | HCID 95744 | — |
| 反応物 | (Phenylmethoxy)acetaldehyde | HCID 108989 | — |
| 反応物 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1,3-Dioxane, 5,5-difluoro-2-[(phenylmethoxy)methyl]- | HCID 59792487 | 42.8% |
反応手順
A mixture of 2,2-difluoropropane-1,3-diol (1 g, 8.9 mmol), benzyloxyacetaldehyde (1.34 g, 8.9 mmol), p-toluenesulfonic acid monohydrate (154 mg, 0.81 mmol) and toluene (20 ml) was heated under reflux by a condenser equipped with a Dean-Stark apparatus for one hour. The resultant mixture was stirred at room temperature overnight and then the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and silica gel was added thereto. The resultant mixture was concentrated to dryness and subjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=10/1) to obtain the title compound (930 mg, 42.8%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425634B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-97711e84e9294c079076706531e3404f |
| 出典メモ | uspto-grants-2008_09 |