p-Toluenesulfonic acid → HCID 22850604, compound

Participants

Reaction Conditions

Reaction Steps

In a reaction flask were charged 6.4 g of the compound obtained in step 1 and 485 ml of methanol, followed by cooling to 5° C. A solution of 0.805 g of p-toluenesulfonic acid (monohydrate) in 201.5 ml of methanol was added thereto dropwise at that temperature over 1 hour. After the addition, the reaction temperature was elevated to 20° C., and the mixture was stirred at that temperature until the reaction completed while monitoring the unreacted substance by HPLC. After completion of the reaction, the reaction mixture was neutralized with a sodium hydrogencarbonate aqueous solution, and methanol was removed by distillation under reduced pressure to obtain 7.0 g of a crude product. Purification by silica gel column chromatography furnished 2.87 g of the titled compound.

Provenance & Evidence