Chiral Resolution of Racemic Cyclopropanecarboxylic Acids in Supercritical Carbon Dioxide
| Autor: | Jorge Augustín Martínez Pérez, Dániel Varga, László Hegedűs, Béla Simándi, Edit Székely, Sandor Miskolczi, György Bánsághi |
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| Rok vydání: | 2014 |
| Předmět: |
Supercritical carbon dioxide
Chemistry General Chemical Engineering Extraction (chemistry) Inorganic chemistry Diastereomer Continuous stirred-tank reactor General Chemistry Crystal structure Industrial and Manufacturing Engineering Chiral resolution Organic chemistry Enantiomeric excess Selectivity |
| Zdroj: | Chemical Engineering & Technology. 37:1885-1890 |
| ISSN: | 0930-7516 |
| DOI: | 10.1002/ceat.201300720 |
| Popis: | The chiral resolution of two racemic cyclopropanecarboxylic acids with the resolving agents (S)-2-(N-benzylamino)butan-1-ol and (R)-1-phenylethanamine was investigated. The resolutions were based on diastereomer salt crystallization in supercritical carbon dioxide. Unreacted compounds were removed by an extraction step. Experiments were performed in a continuously stirred tank reactor and good enantioselectivities were obtained in a single step. Pressure, temperature, and density were found to strongly affect both the optical purity and the selectivity of the resolutions. The crystal structures of the formed diastereomer salts were also studied via X-ray diffraction. |
| Databáze: | OpenAIRE |
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