1-Butanol → n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate

Participants

Reaction Conditions

Reaction Steps

In a 100 ml Hastelloy-made autoclave having been purged with nitrogen were charged 38.8 g (0.2 mol) of n-butyl 4-chloroacetoacetate and 50 ml of n-butyl alcohol, and solution of 73 mg of Ru2Cl2 [(R)-(+)-BINAP]2Et3N in 2 ml of methylene chloride was added thereto. The mixture was stirred at 100° C. under a hydrogen pressure of 11 to 12 kg/cm2 for 2 hours to conduct hydrogenation. The solvent was evaporated, and the residue was distilled under reduced pressure to give 35.0 g (percent yield: 90%) of n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate.

Provenance & Evidence