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Sodium Chloride → Methyl 6-(hydroxymethyl)picolinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Chloride | HCID 5234 | — |
| 反応物 | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| 反応物 | HCID 131719562 | HCID 131719562 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 6-(hydroxymethyl)picolinate | HCID 11513809 | 63.4% |
反応手順
A solution of 3.52 g of 6-(diphenyl-tert-butylsilyloxymethyl)-2-pyridinecarboxylic acid methyl ester in 87 ml of tetrahydrofuran is mixed at 24° C. under nitrogen with 13.6 g of tetrabutylammonium fluoride-trihydrate and stirred for 2 hours. Then, it is mixed with 32 ml of concentrated sodium chloride solution and extracted four times with ethyl acetate. The combined organic phases are dried on sodium sulfate and after filtration, concentrated by evaporation in a vacuum. The thus obtained residue is purified by chromatography on silica gel. With hexane/50-100% ethyl acetate, 0.92 g of the title compound is obtained as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05559134 |
| 出典データセット | uspto-grants-1996_09 |
| ORD ID | ord-bfa52026e7254c26b24c3bde7aea5814 |
| 出典メモ | uspto-grants-1996_09 |