化工社化工社 化学情報印刷レポート · 研究参考用
4-Hydroxybenzoic Acid → 4-(3-Methyl-1,2,4-oxadiazol-5-yl)phenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Hydroxybenzoic Acid | HCID 135 | — |
| 反応物 | Acetohydroxamic Acid | HCID 1990 | — |
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(3-Methyl-1,2,4-oxadiazol-5-yl)phenol | HCID 3692407 | 10.3% |
反応手順
To a mixed solution of 4-hydroxybenzoic acid (1.0 g) in a mixed solution (15 mL) of toluene and THF (toluene:THF=2:1, v/v) was added carbonyldiimidazole (1.29 g), and the mixture was stirred at room temperature for 1 hour. Subsequently, N-hydroxyacetamide (644 mg) was added thereto, and the mixture was further heated at 150° C. for 2 hours under reflux. The reaction solution was allowed to stand for cooling down to room temperature, diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1, v/v) to give the title compound (132 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08101774B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-5f29a971bc74401da4bee98c45b8b125 |
| 出典メモ | uspto-grants-2012_01 |