This study outlines a practical, semicontinuous method for temperature cycle-induced deracemization (TCID) using a batch-mode crystallizer. We employed an axially chiral naphthamide derivative as a model compound and deracemized the crystalline phase by conventional TCID. To achieve continuity of deracemization, we harvested a part of the suspension after the conventional TCID, and then we fed a new racemic suspension into the enriched suspension and applied temperature cycles. By leaving a highly enriched crystalline phase as seed crystals to direct the chirality of the following enrichment, the enrichment process was significantly accelerated, verifying a stable and high production efficiency. Furthermore, from the perspective of process productivity, the moderate suspension density is optimal for efficient deracemization. In the naphthamide system, up to 7.71 g·L^–1·h^–1 of productivity was achieved. Thanks to the simple operation, the method described here is applicable for most batch-mode deracemizations reported to date. In terms of industrial applications, semicontinuous deracemization could be a good option to utilize the existing batch-mode crystallizers.

中文翻译：

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使用轴向手性萘酰胺进行半连续温度循环诱导的去消旋化

本研究概述了一种使用间歇模式结晶器进行温度循环诱导去消旋化 (TCID) 的实用半连续方法。我们采用轴向手性萘酰胺衍生物作为模型化合物，并通过常规 TCID 将晶相去外消旋化。为了实现去消旋化的连续性，我们在常规 TCID 后收获了一部分悬浮液，然后将新的外消旋悬浮液加入到浓缩悬浮液中并施加温度循环。通过留下高度富集的晶相作为晶种来指导后续富集的手性，显着加速了富集过程，验证了稳定且高的生产效率。此外，从工艺生产率的角度来看，中等悬浮液密度对于有效去消旋作用是最佳的。在萘酰胺体系中，生产率高达7.71 g·L ^–1 ·h ^–1 。由于操作简单，此处描述的方法适用于迄今为止报道的大多数批处理模式去外消旋化。就工业应用而言，半连续去消旋化可能是利用现有间歇模式结晶器的一个不错的选择。