Sodium Acetate → 226414-39-7

Participants

Reaction Steps

To a solution of (+)-hydroxy ester [3] (2.0 g, 12.5 mmol) in 20 ml of CH2Cl2 at room temperature were added successively NaOAc (312 mg, 3.8 mmol) and PCC (pyridinium chlorochromate, 4.04 g, 18.75 mmol). After 24 h at room temperature, the conversion was only 60% and 2.02 g PCC were re-added. The mixture was stirred 96 h at room temperature, rapidly filtered on SiO2, concentrated and purified by flash chromatography on SiO2 to give 1.58 g of ester [4]. At this stage, a GC control on chiral column (CHIRASIL-DEX CB, 25 m×0.25 mm, isoth. 80°) showed a purity of 100% and an ee (enantiomeric excess) of 100%. After bulb-to-bulb distillation (Eb=100°, 16 mbars), 1.51 g (yield: 76.3%) of pure (+)-ester [4] were obtained.

Provenance & Evidence