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4-(Chloromethyl)pyridinium chloride → 4-(4-Chlorophenylsulfonylmethyl)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| 反応物 | Potassium Acetate | HCID 517044 | — |
| 反応物 | Sodium 4-chlorobenzenesulfinate | HCID 23664783 | — |
| 溶媒 | 1-Propanol | HCID 1031 | — |
| 生成物 | 4-(4-Chlorophenylsulfonylmethyl)pyridine | HCID 23028643 | — |
反応手順
Under heating, a 1-propanol (50 ml) solution of 4-chloromethylpyridine hydrochloride (1.26 g, 7.65 mmol), sodium 4-chlorobenzenesulfinate (1.52 g, 7.65 mmol) and potassium acetate (1.50 g, 15.3 mmol) was stirred at 70° C. for 8 hours. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was filtered through a short column (silica gel, ethyl acetate) and the eluate was concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate (=2:3) eluate was concentrated under reduced pressure, whereby the title compound (1.26 g, 62%) was obtained as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07399775B2 |
| 出典データセット | uspto-grants-2008_07 |
| ORD ID | ord-b83a6f7ab51c45e9b35f037cbac97240 |
| 出典メモ | uspto-grants-2008_07 |