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Pyridine → Benzoic acid, acetylmethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Hydroxyacetone | HCID 8299 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Benzoic acid, acetylmethyl ester | HCID 23137 | 87.8% |
反応手順
To a pyridine (25 ml) and THF (10 ml) solution of hydroxyacetone (5 g, 67.5 mmol), benzoyl chloride (12 ml, 103 mmol) was added dropwise at 0° C. in a nitrogen atmosphere and the mixture was stirred for 43 hours at room temperature. Ice was added to the reaction mixture, which was then diluted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, water, and a saline solution, dried over anhydrous sodium sulfate, and concentrated. The obtained crude product was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/0-1/1 gradient). Desired fractions were concentrated to obtain the title compound (10.56 g, 87.8% yield) as a light yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425634B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-dd0a4ec0dabe404984930a4985ccb38e |
| 出典メモ | uspto-grants-2008_09 |