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Dimethylformamide → 2-(1-Adamantyl)-4-bromo-1-decyloxybenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1-Iododecane | HCID 16314 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2-(1-Adamantyl)-4-bromophenol | HCID 4670494 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(1-Adamantyl)-4-bromo-1-decyloxybenzene | HCID 13633552 | 96% |
反応手順
To a suspension of sodium hydride (80% in oil, 3.2 g, 104 mmol) in 100 ml of THF, there is slowly added a solution of 2-(1-adamantyl)-4-bromophenol (29 g, 95 mmol) in 200 ml of THF. The mixture is stirred until the evolution of gas ceases at which point 27.8 g (23 ml, 104 mmol) of 1-iododecane and 100 ml of DMF are added. The mixture is stirred for 12 hours at ambient temperature, poured into water, extracted with ether, dried and the solvents evaporated. The resulting residue is purified by passage through a silica column (eluant: heptane), yielding 40.7 g (96%) of 2-(1-adamantyl)-4-bromo-1-decyloxybenzene. Melting point: 69°-70° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05183889 |
| 出典データセット | uspto-grants-1993_02 |
| ORD ID | ord-c9587630b7da4e0297c04eef2b1e1499 |
| 出典メモ | uspto-grants-1993_02 |