Formaldehyde → HCID 11807514, compound

Participants

Reaction Steps

To a solution of N-benzyloxycarbonyl-L-valine (25.1 g, 0.1 mol) in toluene (500 ml) are added paraformaldehyde (4.0 g) and p-toluene-sulfonic acid monohydrate (1.0 g), and the mixture is refluxed for 30 minutes, during which the generated water is removed with a Dean-Stark apparatus. The reaction solution is washed successively with a 5% aqueous sodium hydrogen carbonate solution and a saturated brine, dried over magnesium sulfate, and the solvent is removed by evaporation under reduced pressure. The residue is recrystallized from toluene to give (4S)-4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester (25.0 g, yield: 95%).

Provenance & Evidence