関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Bromoheptane | HCID 12369 | — |
| 反応物 | Trimethoxyphenylsilane | HCID 18137 | — |
| 反応物 | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| 反応物 | Di-tert-butyl(methyl)phosphanium tetraphenylborate(1-) | HCID 23136641 | — |
| 触媒 | Palladium bromide (PdBr2) | HCID 83469 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Heptylbenzene | HCID 14115 | 85.1% |
反応手順
A 30-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 0.358 g (2 mmol) of n-heptyl bromide, 0.476 g (2.4 mmol) of trimethoxyphenylsilane, 0.021 g (0.08 mmol) of palladium (II) bromide, 4.8 ml (4.8 mmol) of 1M tetrahydrofuran solution of tetra-n-butylammonium fluoride and 4.8 ml of tetrahydrofuran were weighed in the flask, followed by stirring. Further, 0.096 g (0.2 mmol) of di-tert-butylmethylphosphonium tetraphenylborate obtained in Example B-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 25° C. for 21 hours. After the completion of the reaction, 5 ml of toluene and 10 ml of saturated sodium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.300 g of 1-phenylheptane (yield: 85 mol % based on n-heptyl bromide). The identification of the product was made by mass spectroscopy.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07728176B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-c65cee3277e343ac81636a46664cd61d |
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| 出典メモ | uspto-grants-2010_06 |
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