Perchloric Acid → HCID 70855540, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, perchloric acid (70%, 700 μL) was added at −10° C. to a solution of ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2-methyl-1,3-thiazol-5-yl]-2-hydroxyacetate (13b) (90 mg, 0.27 mmol) in terbutyl acetate (5 mL). After 1 hour, the reaction was quenched with a saturated aqueous solution of sodium bicarbonate (10 mL) and extracted with ethyl acetate (2×10 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 70/30) to afford the desired product (13c) as a white solid (50 mg, 0.13 mmol, 48%).

Provenance & Evidence