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Triethylamine → 1-Chloro-2-nitro-4-phenoxybenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phenylboronic Acid | HCID 66827 | — |
| 反応物 | 4-Chloro-3-nitrophenol | HCID 69127 | — |
| 触媒 | Cupric acetate | HCID 8895 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-Chloro-2-nitro-4-phenoxybenzene | HCID 21937801 | 22% |
反応手順
A mixture of 4-chloro-3-nitro-phenol (5.00 g, 28.81 mmol), phenylboronic acid (7.03 g, 57.62 mmol), copper(II) acetate (5.23 g, 28.81 mmol) and 4 Å molecular sieves (0.5 g) in dichloromethane (200 mL) and triethylamine (20.08 mL, 144.04 mmol) was placed in a round bottomed flask. The resulting suspension was stirred under a dry ambient atmosphere at room temperature for 4 days. The mixture was filtered through diatomaceous earth and the solvent was evaporated. The resulting residue was re-dissolved in EtOAc, adhered to silica gel and flash chromatographed (2% EtOAc/hexane) to give 1-chloro-2-nitro-4-phenoxy-benzene as a yellow oil (1.53 g, 22.0% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07115644B2 |
| 出典データセット | uspto-grants-2006_10 |
| ORD ID | ord-3bc64fe1701f402a9da37f67d0e39017 |
| 出典メモ | uspto-grants-2006_10 |