関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 2-Aminomethyl-1-ethylpyrrolidine | HCID 117295 | — |
| 反応物 | 3-Bromo-5-chloro-2,6-dimethoxybenzoic acid | HCID 2800463 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Methyl Ethyl Ketone | HCID 6569 | — |
| 生成物 | Benzamide, 3-bromo-5-chloro-2,6-dimethoxy-N-(1-ethyl-2-pyrrolidinylmethyl)- | HCID 54942 | — |
反応手順
20 ml of thionyl chloride is added to 11.82 g (0.04 mol) of 3-bromo-5-chloro-2,6-dimethoxybenzoic acid. The mixture is heated on a steam bath for 1 hour. To the solution is added 50 ml of toluene. The solvent and excess thionyl chloride is evaporated at reduced pressure. The residue is dissolved in 50 ml of dry methyl ethyl ketone. The solution is added dropwise while stirring to 5.13 g (0.04 mol) 2-(aminomethyl)-1-ethylpyrrolidine in 50 ml methyl ethyl ketone. After stirring for 30 minutes at room temperature 300 ml of ether is added. The obtained semisolid product is separated and dissolved in 300 ml of water. Sodium hydroxide solution is added while stirring and cooling in ice. The precipitate is collected and washed with water. Yield: 12.0 g, m.p. 124°-25° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04232037 |
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| 出典データセット | uspto-grants-1980_11 |
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| ORD ID | ord-1fe9d75322c342f4be60438897c1fb7b |
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| 出典メモ | uspto-grants-1980_11 |
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