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Triphenylphosphine → (E)-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(4,4,4-trifluorobut-2-enyloxy)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | 4,4,4-Trifluoro-2-buten-1-ol | HCID 2777076 | — |
| 反応物 | HCID 178429419 | HCID 178429419 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 溶媒 | Ethyl acetate pentane | HCID 22335286 | — |
| 生成物 | (E)-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(4,4,4-trifluorobut-2-enyloxy)pyridine | HCID 15477173 | 99.4% |
反応手順
A mixture of 6-hydroxy-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methylpyridine (0.8 g, 2.93 mmol), 4,4,4-trifluorobut-2-en-1-ol (0.44 g, 3.5 mmol), triphenylphosphine (0.92 g, 3.51 mmol) and diethyl azodicarboxylate (0.61 g, 3.51 mmol) in dry dioxane (3 ml) is stirred for 1.5 h at ambient temperature. The reaction mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentanelethyl acetate 9/1 v/v) yields the title compound (1.11 g, 70% yield) as an colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06852673B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-60a2222fb0ff4fdeadd380505f4e7580 |
| 出典メモ | uspto-grants-2005_02 |