m-Chloroperbenzoic acid → 3-Chlorobenzoic Acid

Participants

Reaction Conditions

Reaction Steps

1-[2-(3,5-dimethyl-piperidin-1-yl)-2-oxo-ethyl]-6-hydroxy-3-methylsulfanylmethyl-5-oxo-1,5-dihydro-imidazo[1,2-a]pyrimidine-7-carboxylic acid methyl ester from example 54 (0.35 g, 0.83 mmol) was dissolved in dichloromethane (10 ml) and cooled to 0° C. M-Chloroperoxybenzoic acid (0.286 g, 2 equivalents) were added. The reaction mixture was stirred for 2 hours, then more MCPBA (150 mg) was added, and the stirring was continued for one hour. The reaction was quenched with a solution of Na2S2O3, the aqueous phase was extracted with dichloromethane, dried over MgSO4 and evaporated to dryness to give the product as mixture with m-chlorobenzoic acid (0.7 g, treated as 100% yield, contains ˜50% m-Cl-benzoic acid by NMR).

Provenance & Evidence