참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethanolamine | HCID 700 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 2-Benzyl-2-(dimethylamino)-1-(4-fluorophenyl)butan-1-one | HCID 19360599 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 생성물 | HCID 59341474 | HCID 59341474 | — |
반응 단계
44.9 g (0.15 mol) 2-Benzyl-1-(4-fluorophenyl)-2-dimethylamino-1-butanone and 61.08 g (1.05 mol) ethanolamine are dissolved in 400 ml dimethylacetamide. 41.5 (0.3 mol) Potassium carbonate are added and the suspension is heated to 140° C. while stirring. The reaction mixture is kept at this temperature during 16 hours, cooled to room temperature and diluted with water. The aqueous phase is several times extracted with ethyl acetate, the combined organic extracts washed with water and dried over magnesium sulfate. Evaporation of the solvent gives the crude product as a yellowish-brown oil. The product is purified by chromatography on silica gel (eluent: petroleum ether/ethyl acetate 2:1→1:1). The fractions containing the product are collected to give a slightly yellowish solid product. Recrystallisation from ethyl acetate/hexane gave 2-benzyl-1-[4-(2-hydroxyethylamino)phenyl]-2-dimethylamino-1-butanone as slightly yellowish crystals melting at 109-111° C. Yield: 34.7 g (68%). 1H-NMR data are in agreement with the proposed structure.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07732504B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-3d5c76a6ecfa4060aa28c6ae79dff7db |
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| 출처 메모 | uspto-grants-2010_06 |
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