Ethyl 4-chloroacetoacetate → Ethyl (3S)-4-chloro-3-hydroxybutanoate

Participants

Reaction Steps

In a stainless steel autoclave, 12.4 mg (0.008 mmol) of Ru2Cl4 ((R)-BIPHEMP)2NEt3 was charged, and the air in the autoclave was replaced with nitrogen. Further, 6.6 ml of ethanol and 2.7 ml (20 mmol) of ethyl 4-chloroacetoacetate were added, and the nitrogen in the autoclave was replaced with hydrogen. At a hydrogen pressure of 10 kgf/cm2, it was stirred for 2 hours at 100° C. After termination of the reaction, the conversion ratio, selectivity and optical purity were measured under the same chromatography conditions as in Example 5. At a conversion ratio of 95.5%, selectivity of 93.9% and optical purity of 95.7%ee, ethyl 4-chloro-(S)-3-hydroxybutyrate was obtained.

Provenance & Evidence