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Sodium Bicarbonate → 5-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-5-(3-pyridyl)pentanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 5-(2,5-Dimethoxy-3,4,6-trimethylphenyl)-5-(3-pyridyl)pentanoic acid | HCID 14576258 | — |
| 反応物 | Ammonium cerium-nitrate | HCID 57418452 | — |
| 溶媒 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 生成物 | 5-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-5-(3-pyridyl)pentanoic acid | HCID 14277771 | 54.5% |
反応手順
The solution of 400 mg (1.12 mmol) of 5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-5-(3-pyridyl)pentanoic acid in 8 ml of acetonitrile-water (1:1) was cooled to 0° C., to which the solutioin of 1.55 g (2.82 mmol) of cerium ammonium nitrate in 6 ml of acetonitrile-water (1:1) was added with stirring. The reaction mixture was stirred for 30 minutes, neutralized with sodium hydrogen carbonate, and extracted with ethyl acetate. The extract was washed with water and dried, and the solvent was evaporated off. The residue was purified with silica gel column (ethyl acetate), and recrystallized from ethanol, to give 200 mg (54.3%) of 5-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-5-(3-pyridyl)pentanoic acid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04851413 |
| 出典データセット | uspto-grants-1989_07 |
| ORD ID | ord-15f93995daf94cd496322b947b43e577 |
| 出典メモ | uspto-grants-1989_07 |