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Styrene → 4-[(E)-2-Phenylvinyl]benzo[b]thiophene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Styrene | HCID 7501 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Tri-o-tolylphosphine | HCID 80271 | — |
| 反応物 | 4-Bromobenzo[b]thiophene | HCID 12094208 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-[(E)-2-Phenylvinyl]benzo[b]thiophene | HCID 23156705 | — |
反応手順
A mixture of 4-bromobenzo[b]thiophene (0.55 g), styrene (0.89 mL), triethylamine (1.81 mL), palladium(II) acetate (59 mg) and tris(2-methylphenyl)phosphine (0.16 g) in acetonitrile (10 mL) was refluxed overnight under an argon atmosphere. The reaction mixture was diluted with diethyl ether and an insoluble material was removed by filtration. The filtrate washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1) to give the title compound (0.56 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732596B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-c9b724ccf96a4746a1af2ce58abf5586 |
| 出典メモ | uspto-grants-2010_06 |