Preparative Resolution of (±)-Bis-tetralone by Means of Autoseeded Preferential Crystallization Induced by Solvent Evaporation (ASPreCISE)

(±)-Bis-tetralone (BisT) crystallizes as a stable conglomerate that can be resolved by preferential crystallization. This preferential crystallization was performed by autoseeded polythermic programmed preferential crystallization (AS3PC) and autoseeded preferential crystallization induced by solvent evaporation (ASPreCISE) variants in dimethylformamide and dichloromethane. Prior to performance of these resolutions, an extensive purification was necessary because the presence of impurities had a strong negative impact on the stereoselective crystal growth. Moreover, the presence of multiepitaxy phenomena required a vigorous stirring during the preferential crystallization in order to avoid a poor optical purity of the crops. Several preferential crystallization attempts demonstrate that ASPreCISE is recommended when there is an unfavorable variation of solubility versus temperature or when chemical degradation occurs on heating