関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Phenylacetylene | HCID 10821 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | (4-Bromophenyl)(4-fluorophenyl)methanone | HCID 74951 | — |
| 触媒 | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 4-Fluoro-4'-(phenylethynyl)benzophenone | HCID 4095657 | — |
反応手順
4-Fluoro-4'-phenylethynylbenzophenone was synthesized by the cuprous iodide catalyzed coupling of 4-bromo-4'-fluorobenzophenone. More specifically, 4-bromo-4'-fluorobenzophenone (30 grams, 0.11 mol), phenylacetylene (11 grams, 0.11 mol), triphenylphosphine (0.2 gram), cuprous iodide (0.1 gram), bis(triphenylphosphine) palladium dichloride (0.1 gram) and 450 milliliters of triethylamine were charged to a 500 milliliter flask equipped with a mechanical stirrer, N2 inlet, and reflux condenser. The mixture was heated to reflux for 4 hours, cooled to 23° C., and stirred for an additional 16 hours. The mixture was then poured into water acidified with HCl and the precipitate was collected by filtration. Recrystallization from acetone gave 23 grams (75 percent yield) of the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06139920 |
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| 出典データセット | uspto-grants-2000_10 |
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| ORD ID | ord-c4709ef325e24f80b7a8bb3c436bd115 |
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| 出典メモ | uspto-grants-2000_10 |
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