Application of supercritical fluid extraction for fractionation of enantiomers

Resolution of racemic trans-1,2-cyclohexanediol with tartaric acid

“…The extractions were performed with a laboratory scale supercritical unit. 40 The (1S,2S)-(+)-1 rich mixture was collected in the separator at 4 MPa and 40°C. The raffinate was removed from the extractor and 40 ml of methanol was added to it, in order to dissolve the remaining diastereomeric complexes.…”

Gas antisolvent fractionation based optical resolution of ibuprofen with enantiopure phenylglycinol

“…The in situ process [15] employs carbon dioxide as the only solvent to produce optically active salts, while a two-step carbon dioxide extraction process subsequent to the melt crystallization of the diastereomers [13] is also possible.…”

Towards Diastereomeric Pure Salts with Antisolvent Methods

“…The first use of supercritical fluid extraction for optical resolution was presented by Simandi and Fogassy [13]. Since then, several resolutions of materials were developed under various parameters, e.g., cis-and trans-permethric acid [14], tetramisol [15], and trans-2-halogen cyclohexanol [16]. CO 2 was used as the only solvent in the in situ process [17], and two-step extraction process subsequent to melt crystallization [16].…”

“…Since then, several resolutions of materials were developed under various parameters, e.g., cis-and trans-permethric acid [14], tetramisol [15], and trans-2-halogen cyclohexanol [16]. CO 2 was used as the only solvent in the in situ process [17], and two-step extraction process subsequent to melt crystallization [16]. However, the application of CO 2 is limited to the low-molecular-mass nonpolar compounds since larger or polar compounds have only limited solubility in CO 2 .…”