化工社化工社 化学情報印刷レポート · 研究参考用
Trifluoroacetic acid → 2,2,2-Trifluoro-1-(3'-fluorobiphenyl-4-yl)ethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | 1-(4-Bromophenyl)-2,2,2-trifluoroethanol | HCID 11219024 | — |
| 反応物 | HCID 178505773 | HCID 178505773 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2,2,2-Trifluoro-1-(3'-fluorobiphenyl-4-yl)ethanol | HCID 66649513 | 94.2% |
反応手順
To Pd(PPh3)4 (2.1 g, 1.823 mmol) was added 3-fluorophenylmagnesium bromide (55 mls, 1.0 M in THF, 55 mmol) at 0° C. over 15 minutes. The ice bath was removed and the mixture was stirred for 30 minutes. 1-(4-Bromophenyl)-2,2,2-trifluoroethanol (4.65 g, 18.23 mmol) in THF (50 mls) was added over 10 minutes. The mixture was heated to reflux for 3 hours and was shown complete by LC (Sunfire column, TFA). The mixture was cooled, quenched with H2O, rotary evaporated to remove most of the THF, and extracted 3 times with CH2Cl2. The organics were combined washed with brine, dried over MgSO4, and concentrated. Chromatography (SiO2, CH2Cl2) gave 4.64 g of 2,2,2-trifluoro-1-(3′-fluorobiphenyl-4-yl)ethanol. Yield 94%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07875622B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-4be693cade384cca878486affd7272c1 |
| 出典メモ | uspto-grants-2011_01 |