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Triphenylphosphine → 2-Bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Phenol, 2-chloro-5-(trifluoromethyl)- | HCID 123498 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | (2-Bromo-3-methylphenyl)methanol | HCID 52987706 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzene | HCID 67324702 | — |
反応手順
To a solution of (2-bromo-3-methylphenyl)methanol (0.5 g, 2.49 mmol), triphenylphosphine (1.31 g, 4.97 mmol) and 2-chloro-5-(trifluoromethyl)phenol (0.37 mL, 2.74 mmol) in DCM (12.4 mL) at 0° C. was added diethyl azodicarboxylate (1.97 mL, 4.97 mmol) and the reaction warmed to RT for 30 min. The reaction was quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was then washed with water and brine (3× ea.), dried over Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography (0-50% Hexene/EtOAc) to afford 2-bromo-1-((2-chloro-5-(trifluoromethyl)phenoxy)methyl)-3-methylbenzene as a clear oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08735384B2 |
| 出典データセット | uspto-grants-2014_05 |
| ORD ID | ord-e3f1a608aece4bdfb61e9b6616cbd648 |
| 出典メモ | uspto-grants-2014_05 |