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2,4-Dichlorophenol → 2-(2,4-dichlorophenoxymethyl)-3,4-dihydro-2H-pyran
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,4-Dichlorophenol | HCID 8449 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | (3,4-dihydro-2H-pyran-2-yl)methyl 4-methylbenzene-1-sulfonate | HCID 13071283 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-(2,4-dichlorophenoxymethyl)-3,4-dihydro-2H-pyran | HCID 13071284 | 76.1% |
反応手順
A solution of 359 mg of 2,4-dichlorophenol in 3 ml of dimethylformamide was stirred with 96 mg of 55% sodium hydride at room temperature for 30 minutes. A solution of 536 mg of 2-tosyloxymethyl-3,4-dihydro-2H-pyran in 2 ml of dimethylformamide was then added, and the mixture was heated at 80°-90° C. for 2 hours. The reaction mixture was then cooled and poured onto a mixture of ice and sodium bicarbonate. The mixture was extracted with diethyl ether and the extract was dried over anhydrous potassium carbonate. After evaporation of the solvent, the residue was purified by column chromatography through silica gel eluted with a 1:2 by volume mixture of benzene and hexane, to give 394 mg of 2-(2,4-dichlorophenoxymethyl)-3,4-dihydro-2H-pyran.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04421758 |
| 出典データセット | uspto-grants-1983_12 |
| ORD ID | ord-b01f641e3ceb4fab9f08a7507462b0d4 |
| 出典メモ | uspto-grants-1983_12 |