Succinic anhydride → (S)-3-Chloro-1-(thiophen-2-yl)propan-1-ol

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Reaction Steps

197 g (1.16 mol) of alcohol 4, containing 10% of alcohol 5 (i.e. the reaction product obtained from Example 1), are initially introduced in 1 liter of MTBE. 64.4 g (0.64 mol) of succinic anhydride and 10 g of Burkholderia plantarii lipase are then added. The mixture is stirred at RT for 20 h and freed from the enzyme by filtration. After 1.4 l of water have been added, the mixture is adjusted to pH=9 with sodium carbonate and the aqueous phase is separated off. The organic phase is dried over sodium sulfate and freed from the solvent. 96 g of 6, which contains approx. 10% of the corresponding antipode of 5, are obtained.

Provenance & Evidence