関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 2-Bromo-5-methylthiophene | HCID 69831 | — |
| 反応物 | 4'-Ethyl-3-fluorobiphenyl-4-boronic acid | HCID 53402575 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Toluene ethanol | HCID 21863594 | — |
| 生成物 | 2-(4'-Ethyl-3-fluorobiphenyl-4-yl)-5-methylthiophene | HCID 58160695 | — |
反応手順
A mixture of 5.0 g (28.2 mmol) of 2-bromo-5-methylthiophene, 7.70 g (28.3 mmol) of 4′-ethyl-3-fluoro-4-biphenylboronic acid, 1.70 g (1.47 mmol) of tetrakis(triphenylphosphine)palladium(0) and 30 ml of 2 N sodium carbonate solution in 90 ml of toluene/ethanol (1:2) is refluxed for 3 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted a number of times with toluene. The combined organic phases are washed with water and sat. sodium chloride solution. The solution is dried using sodium sulfate and evaporated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:toluene=97:3). The further purification is carried out by recrystallisation from ethanol and n-heptane, giving 2-(4′-ethyl-3-fluorobiphenyl-4-yl)-5-methylthiophene as a colourless solid (m.p. 102° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08394293B2 |
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| 出典データセット | uspto-grants-2013_03 |
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| ORD ID | ord-05f7bf8fa6664e07a70360f0b33c850a |
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| 出典メモ | uspto-grants-2013_03 |
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