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Acetic Acid → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 4-Fluorobenzonitrile | HCID 14517 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2-(5-Methyl-2-phenyl-4-oxazolyl)ethanol | HCID 725585 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile | HCID 13713970 | 77.9% |
反応手順
2-(5-Methyl-2-phenyl-4-oxazolyl)ethanol (6.0 g) and 4-fluorobenzonitrile (5.4 g) were dissolved in tetrahydrofurane (70 ml ), and 60% sodium hydride in oil (1.4 g) was added to the solution under ice-cooling with vigorous stirring. The reaction mixture was stirred at room temperature for 18 hours and poured into ice-cold water (0.5 l). The aqueous mixture was neutralized with acetic acid, and the crystals which separated out were collected by filtration to give 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzonitrile (7.0 g, 77.5%). Recrystallization from ether-hexane afforded colorless prisms, m.p. 119°-120° C. Elemental analysis for C19H16N2O2 ; Calcd: C, 74.98; H, 5.30; N, 9.20. Found: C, 74.90; H, 5.01; N, 9.28.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04725610 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-ef7d7d2ba1b7436d9bffae2309e59136 |
| 出典メモ | uspto-grants-1988_02 |