Potassium hydroxy sulfite → HCID 90067084, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-5-(5-bromo-2-fluorophenyl)-4-(2,4-dimethoxybenzyl)-2,2,5-trimethylthiomorpholin-3-one (2.45 g, 5.08 mmol, Eq: 1.00) in methanol (60 ml) was added at 23° C. Oxone® (6.24 g, 10.2 mmol, Eq: 2.00). The reaction mixture was stirred at 23° C. for 16 hours. The reaction mixture was carefully quenched by addition of water at 0° C. 10 ml of a diluted NaHSO3 solution, sat. NaHCO3 solution and ethyl acetate were added. Vigorous stirring was continued for 10 min. The organic layer was separated and washed with water, then dried over Na2SO4, filtered and evaporated to give the crude and nearly pure (R)-5-(5-bromo-2-fluoro-phenyl)-4-(2,4-dimethoxy-benzyl)-2,2,5-trimethyl-1,1-dioxo-1λ6-thiomorpholin-3-one (2.47 g, 4.80 mmol, 94.5% yield) as orange foam. MS (ISP): m/z=514.2 [M+H]+ and 516.3 [M+2+H]+.

Provenance & Evidence