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1,1,1-Trichloroethane → 4-Chlorophenyl-2-[2-(1,2,4-triazol-1-yl)-prop-2-yl]-oxirane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1,1-Trichloroethane | HCID 6278 | — |
| 反応物 | Tetradecyltrimethylammonium | HCID 14251 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| 反応物 | 4-Chlorophenyl 2-(1,2,4-triazol-1-yl)-prop-2-yl ketone | HCID 13366855 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-Chlorophenyl-2-[2-(1,2,4-triazol-1-yl)-prop-2-yl]-oxirane | HCID 13366863 | 79% |
反応手順
A mixture of 4'-chloro-2-methyl-2-(1H-1,2,4-triazol-1-yl)propiophenone (1.375 g), trimethyl sulphoxonium iodide (1.6 g), aqueous sodium hydroxide (5N; 13.5 ml.), cetrimide (80 mg.) and 1,1,1-trichloroethane (30 ml.) was heated at 80° for 24 hours. The solution was cooled and diluted with methylene chloride (30 ml.), and the organic layer was separated and dried (MgSO4). Removal of the solvent, followed by flash chromatography of the residue on silica (100 g.) using ethyl acetate/hexane/diethylamine (40:60:3 v/v/v) for elution, gave, after collection of appropriate fractions and evaporation, the title oxirane as an oil in 79% yield, 1.15 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04992454 |
| 出典データセット | uspto-grants-1991_02 |
| ORD ID | ord-d0ae63a853904f7ca0bc3f4b8bc88a2f |
| 出典メモ | uspto-grants-1991_02 |