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1-Bromo-4-iodobenzene → 4-Benzyl-1-(4-bromophenyl)piperidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| 反応物 | 1,1'-Binaphthyl | HCID 11789 | — |
| 反応物 | 4-Benzylpiperidine | HCID 31738 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Benzyl-1-(4-bromophenyl)piperidine | HCID 12169538 | — |
反応手順
A mixture of 1-bromo-4-iodo benzene (0.500 g), 4-benzylpiperidine (0.25 mL), sodium-tert-butylate (0.238 g), tris(dibenzylideneacetone)dipalladium (0.016 g) and 2,2′-bis/diphenylphosphino)-1,1′-binaphtyl racemate (0.018 g) is dissolved in tetrahydrofuran and stirred at room temperature overnight. The reaction mixture is concentrated and the resulting residue is loaded on Celite and purified by silica gel chromatography (4:1 hexanes/ethyl acetate) to give 4-benzyl-1-(4-bromo-phenyl)-piperidine as a light yellow syrup. MS (m/z): 331 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08975439B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-5faeecc2351246c99104ab2c5f4c10c6 |
| 出典メモ | uspto-grants-2015_03 |