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Diethyl Ether → 2-Benzyl-6-methoxypyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Benzyl Bromide | HCID 7498 | — |
| 反応物 | 2-Bromo-6-methoxypyridine | HCID 256810 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 触媒 | Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride | HCID 21654969 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-Benzyl-6-methoxypyridine | HCID 21942274 | — |
反応手順
A Grignard's reagent prepared from 123 ml of benzyl bromide, 30 g of magnesium and 400 ml of diethylether was slowly added dropwise into a mixture of 150 g of 2-bromo-6-methoxypyridine, 4.3 g of 1,3-bis(diphenylphosphino)propanenickel(II) chloride and 500 ml of tetrahydrofuran under stirring in an ice bath. After stirring overnight as it was, the mixture was extracted with an aqueous ammonium chloride solution and hexane. The organic phase was washed with water and then brine, dried over anhydrous magnesium sulfate and the solvent was removed. The residue was subjected to silica gel column chromatography using 1% and 1.5% of ethyl acetate/hexane, to give 150 g of the target compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06599917B1 |
| 出典データセット | uspto-grants-2003_07 |
| ORD ID | ord-3545b138c24840c7a248a5339a693d9e |
| 出典メモ | uspto-grants-2003_07 |