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Chloroacetyl chloride → DL-Alanine, N-(chloroacetyl)-N-(2,6-dimethylphenyl)-, methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chloroacetyl chloride | HCID 6577 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Methyl N-(2,6-dimethylphenyl)-DL-alaninate | HCID 94555 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | DL-Alanine, N-(chloroacetyl)-N-(2,6-dimethylphenyl)-, methyl ester | HCID 6452743 | — |
反応手順
990.3 g (= 4.76 g-moles) of α-(2,6-dimethylanilino)-propionic acid methyl ester is mixed with 605 g (= 5.7 g-moles) of sodium carbonate in 2.5 liters of benzene (absolute). An amount of 455 ml (= 5.7 g-moles) of monochloroacetyl chloride is then added dropwise and sufficiently slowly to ensure that a temperature of 30°-35° in the reaction mixture is not exceeded. After stirring has been maintained overnight at room temperature, the mixture is filtered off, and the filtrate concentrated in a rotary evaporator at ca. 50°. The resulting residue is recrystallised from ligroin (boiling range 65°-90° ). The yield obtained is 1132 g (= 83.8% of theory) of final product, M.P. 92°-94° (compound No. 3).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04034108 |
| 出典データセット | uspto-grants-1977_07 |
| ORD ID | ord-70276b4e689f49109141655fea5c0385 |
| 出典メモ | uspto-grants-1977_07 |