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Triphenylphosphine → 3-Chloro-5-[2-(4-cyanophenyl)ethoxy]phenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 1,3-Benzenediol, 5-chloro- | HCID 94554 | — |
| 反応物 | 4-(2-Hydroxyethyl)benzonitrile | HCID 2800815 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Chloro-5-[2-(4-cyanophenyl)ethoxy]phenol | HCID 22033534 | 21.3% |
反応手順
Triphenylphoshine (32 g; 122 mmol) and diethylazodicarboxylate (19.2 mL; 122 mmol) were dissolved in CH2Cl2 (150 mL). Chloro-3,5-dihydroxybenzene (9.1 g; 63 mmol; from step (i) above) and 2-(4-cyanophenyl)ethanol (9.04 g; 61 mmol) were added and the solution was stirred at room temperature overnight. The mixture was diluted with Et2O and filtered through Celite. The solvent was removed in vacuo. Purification, first by flash chromatography (SiO2; CH2Cl2:MeOH), then by preparative HPLC (60% CH3CN:0.1 M NH4OAc/aq), afforded 3.55 g (21%) of the sub-title compound.
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-b142d67c5d7743cc8446130949fd67d9 |
| 出典メモ | uspto-grants-2001_04 |