Potassium Carbonate → HCID 67773564, compound

Participants

Reaction Steps

To a solution of the compound of step 2 (0.395 g, 0.71 mmol) in 7.1 ml of DCM was added 77% 3-chloro-perbenzoic acid (0.239 g, 1.06 mmol) in small portions and the solution was stirred at room temperature for 2.75 h. Then DCM (15 ml) and a saturated solution of sodium hydrogencarbonate (15 ml) were added and the aqueous phase was separated and extracted with DCM (15 ml). The combined organic phases were washed with brine (30 ml), dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. The obtained oil was dissolved in 14 ml of MOH and stirred in the presence of potassium carbonate (0.147 g, 1.06 mmol) at room temperature for 15 min. Then water was added (15 ml) and the mixture was acidified to pH 5 by dropwise addition of a 1 M aqueous solution of potassium hydrogensulfate. The solution was then extracted twice with 15 ml each of EA and the combined organic phases were washed with brine (15 ml), dried over magnesium sulfate, filtered and evaporated to dryness. The residue was purified by chromatography on silica gel (DCM/EA, 80:20, then 60:40, then 40:60) to give 0.180 g of the title compound as a yellow solid melting at 165° C.

Provenance & Evidence