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Thionyl Chloride → (R)-(-)-chlorobutyric acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | Butanoic acid, 3-hydroxy-, ethyl ester, (3S)- | HCID 6950306 | — |
| 触媒 | Zincchloride | HCID 3007855 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | (R)-(-)-chlorobutyric acid ethyl ester | HCID 86743449 | 65% |
反応手順
0.24 moles (S)-(+)-3-hydroxy-butyric acid ethyl ester in 100 ml benzene are added to 0.07 moles anhydrous ZnCl2 while agitating and while excluding moisture. Subsequently, 0.72 moles SOCl2 are added, and the product is agitated at room temperature for two days. Then the reaction mixture is treated with saturated NaHClO3 solution. After separating off the aqueous phase, it is dried with Na2SO4. The solvent is distilled off, and the residue is fractionally distilled. One obtains (R)-(-)-chlorobutyric acid ethyl ester with a yield of 65 percent.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04874544 |
| 出典データセット | uspto-grants-1989_10 |
| ORD ID | ord-4c0baf93b43541549fa78343c2063a4d |
| 出典メモ | uspto-grants-1989_10 |