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Potassium Iodide → 4-(Benzyloxy)-2-[(5-methyl-5-cyanohexyl)oxy]-benzophenone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Iodide | HCID 4875 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4'-Benzyloxy-2'-hydroxyacetophenone | HCID 309257 | — |
| 反応物 | 6-Bromo-2,2-dimethylhexanenitrile | HCID 4638215 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(Benzyloxy)-2-[(5-methyl-5-cyanohexyl)oxy]-benzophenone | HCID 23501784 | 111% |
反応手順
A solution of 4-benzyloxy-2-hydroxyacetophenone (2.45 g), potassium carbonate (3.25 g), potassium iodide (0.42 g), and 5-cyano-5-methyl-1-bromohexane (2.6 g) in dimethylformamide (40 mL) was heated at 90° C. for 22 hours under nitrogen. The slurry was cooled, poured into water (150 mL) and extracted with ethyl acetate. The combined extracts were washed with water, dried (MgSO4), filtered, and concentrated under reduced pressure to an orange oil. This was purified by flash chromatography (ethyl acetate:hexane) to afford the product (2.4 g) as a clear oil. NMR(CDCl3): 1.37, s (6H); 1.64, m (4H); 1.89, m (2H); 2.58, s (3H); 4.03, t (3H); 5.09, s (2H); 6.50, s (1H); 6.58, d (1H); 7.37, m (5H); 7.81, d (1H). Mass Spec (GC-MS) m/z=365 (M).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06416733B1 |
| 出典データセット | uspto-grants-2002_07 |
| ORD ID | ord-45c89c167de1440d9c685d4d26e4de99 |
| 出典メモ | uspto-grants-2002_07 |