tert-Butanol → t-butyl (S)-(-)-4-chloro-3-hydroxybutyrate
反応式
[Cl:1][CH2:2][C:3](=[O:12])[CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].C(O)(C)(C)C>C(Cl)Cl>[Cl:1][CH2:2][C@@H:3]([OH:12])[CH2:4][C:5]([O:7][C:8]([CH3:10])([CH3:9])[CH3:11])=[O:6]参加物
4
反応条件
- 温度
- 100 °C
実験手順
In a 100 ml Hastelloy-made autoclave having been purged with nitrogen were charged 58.35 g (0.3 mol) of t-butyl 4-chloroacetoacetate and 120 ml of t-butyl alcohol, and solution of 250 mg (0,00015 mol) of Ru2Cl4 [(R)-(+)-BINAP]2Et3N in 2 ml of methylene chloride was added thereto. The mixture was stirred at 100° C. under a hydrogen pressure of 10 to 15 kg/cm2 for 2 hours to conduct hydrogenation, The solvent was evaporated, and the residue was distilled under reduced pressure to give 53.0 g (percent yield: 90%) of t-butyl (S)-(-)-4-chloro-3-hydroxybutyrate as a colorless clear liquid.