p-Toluenesulfonic acid → HCID 14881101, compound

Participants

Reaction Steps

The 1-phenylcarbamoyl-5-(2-tetrahydropyranoxy)methyl-2-pyrrolidinone (7.96 g) was dissolved in 20 ml of methanol, and the solution was stirred at room temperature for 3 hours with addition of 8.6 g of p-toluenesulfonic acid. The solvent was distilled off in a vacuum, 100 ml of water was added to the residue, and the mixture was subjected to extraction with chloroform. The extract was dried over magnesium sulfate and distilled in a vacuum to remove the solvent. The residure was subjected to silica gel column chromatography to obtain an eluate of chloroform/methanol=9/1, which gave 4.86 g of 5-hydroxymethyl-1-phenylcarbamoyl-2-pyrrolidinone (yield 83%) having a melting point of 99° to 101° C.

Provenance & Evidence