関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Phenol | HCID 996 | — |
| 反応物 | Phosphoric Acid | HCID 1004 | — |
| 反応物 | Boron trifluoride | HCID 6356 | — |
| 反応物 | 1-Phenylcyclohexene | HCID 13043 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(1-Phenylcyclohexyl)phenol | HCID 1538454 | — |
反応手順
1-Phenyl-1-cyclohexene (1 g, 6.3 mmol), phenol (1.5 g, 15.9 mmol) and BF3.H3PO4 (0.05 mL) were mixed and shaken at 80° C. overnight. Dichloromethane (30 mL) was added and the organic phase was washed with saturated NaHCO3 (aq.) (2×10 mL), dried (Na2SO4) and concentrated. The title compound was crystallised from a mixture of methanol and water. Yield: 1040 mg. 1H NMR (400 MHz, CDCl3): δ 7.28-7.25 (m, 4H), 7.16-7.10 (m, 3H), 6.75-6.70 (m, 2H), 4.51 (br. s, 1H), 2.28-2.22 (m, 4H), 1.60-1.52 (m, 4H), 1.52-1.45 (m, 2H). 13C NMR (100 MHz, CDCl3): δ 153.25, 149.15, 141.22, 128.63, 128.39, 127.29, 125.55, 115.21, 45.89, 37.50, 26.63, 23.14. LC-MS purity (UV/MS): 100/100%, Rt 5.07 min, M−1: 251.62.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08822548B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
|---|
| ORD ID | ord-4579ee66f8f149bfb026a47061283677 |
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| 出典メモ | uspto-grants-2014_09 |
|---|
