関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Stannane, tributyl(1-ethoxyethenyl)- | HCID 619414 | — |
| 反応物 | 1-Bromo-3-(difluoromethyl)benzene | HCID 2769675 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 1-(3-(Difluoromethyl)phenyl)ethan-1-one | HCID 67510119 | 98% |
反応手順
A mixture of 1-bromo-3-(difluoromethyl)benzene (0.72 g, 3.48 mmol), tributyl(1-ethoxyvinyl)tin (1.38 g, 3.83 mmol), dichlorobis(triphenylphosphine)-palladium(II) (0.24 g, 0.35 mmol) in toluene (12 mL) is heated at 100° C. under nitrogen atmosphere for 16 hours. After cooling to room temperature, 2M hydrochloric acid (12 mL) is added to the mixture. Then the resulting mixture is stirred at room temperature for 1 hour. The mixture is diluted with ethyl acetate (100 mL) and washed with water (100 mL). The organic layer is dried over sodium sulfate, and concentrated under reduced pressure. The residue is purified by column chromatography on silica-gel eluting with n-hexane/ethyl acetate (30:1) to give 0.58 g (98% yield) of the title compound as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09302991B2 |
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| 出典データセット | uspto-grants-2016_04 |
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| ORD ID | ord-7c6a5cf691324612944f048a01b81bdb |
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| 出典メモ | uspto-grants-2016_04 |
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