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1,4-Dibromobutane → 4-(4-Bromobutyl)-1-(1,3-dithian-2-yl)ethylbenzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,4-Dibromobutane | HCID 8056 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 4-Bromo-1-(1,3-dithian-2-yl)ethylbenzene | HCID 21960112 | — |
| 反応物 | CID 53628100 | HCID 178418400 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(4-Bromobutyl)-1-(1,3-dithian-2-yl)ethylbenzene | HCID 21960129 | — |
反応手順
A solution of 4-bromo-1-(l,3-dithian-2-yl)ethylbenzene (27.2 g, 94 mmol) in tetrahydrofuran (200 ml) was charged with sec-butyllithium (99 ml, 1.3M in cyclohexane, 0.13 mole) dropwise at -78° C. under nitrogen. The mixture was stirred at ambient temperature for 1.5 hours, and then quenched with 1,4-dibromobutane (42 g, 0.2 mole). After being stirred for 3 hours, the mixture was poured into ethyl acetate, and then washed with water and brine. The organic solution was then dried (Na2SO4) and concentrated to an oil. The crude product was purified by flash chromatography over a silica gel column. The 4-(4-bromobutyl)-1-(l,3-dithian-2-yl)-ethylbenzene thus purified was a light oil, 22.3 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05646161 |
| 出典データセット | uspto-grants-1997_07 |
| ORD ID | ord-9a44353cc5cf4d3caa7d2be6a450468c |
| 出典メモ | uspto-grants-1997_07 |