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Dimethylformamide → (RS)-Naproxen methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Calcium Carbonate | HCID 10112 | — |
| 反応物 | 1,1-Dimethoxy-1-(6-methoxy-2-naphthyl)prop-2-yl methanesulfonate | HCID 12756330 | — |
| 反応物 | 1,1-Dimethoxy-1-(6-methoxy-2-naphthyl)prop-2-yl p-toluenesulfonate | HCID 20029164 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | (RS)-Naproxen methyl ester | HCID 529084 | — |
反応手順
A mixture of 3.07 grams of (S) 1,1-dimethoxy-1-(6-methoxy-2-naphthyl)prop-2-yl methanesulfonate, 1.0 gram of calcium carbonate, 100 ml. of dimethylformamide and 25 ml. of water is heated to 110° C. and maintained at that temperature for 5 hours. Then the mixture is cooled and the insolubles removed by filtration. The filtrate is poured into excess water and the solid which forms is collected by filtration. Separation by chromatography yields methyl 2-(6-methoxy-2-naphthyl)propionate, exhibiting an [α]25D =+77° in chloroform and an optical purity of greater than 99 percent.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04749804 |
| 出典データセット | uspto-grants-1988_06 |
| ORD ID | ord-ae768195c6c6489887e7164d2547b240 |
| 出典メモ | uspto-grants-1988_06 |