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Orcinol → 3-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Orcinol | HCID 10436 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 4-(2-Hydroxyethyl)benzonitrile | HCID 2800815 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol | HCID 22033530 | 37% |
反応手順
Triphenylphoshine (7.86 g; 30 mmol), 3,5-dihydroxytoluene (2.5 g; 20 mmol) and 2-(4-cyanophenyl)ethanol (4.41 g; 30 mmol) were dissolved in THF (50 mL). Diethylazodicarboxylate (5.22 g; 30 mmol; dissolved in THF (10 mL)), was added and the solution was stirred at room temperature overnight. The solvent was removed in vacuo and the white solid residue extracted with Et2O. Purification by flash chromatography (SiO2; toluene:EtOAc (10:1)) afforded 1.85 g (37%) of the sub-title compound as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06221898B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-c75018db129c4a1882a1a70317255148 |
| 出典メモ | uspto-grants-2001_04 |