Sodium Carbonate → HCID 70818081, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-[5-(3,4-dihydro-2H-1-benzopyran-6-yl)-1,3-dimethyl-1H-pyrazol-4-yl]-2-hydroxyacetate (27c) (72 mg, 0.227 mmol) in tert-butyl acetate (6 mL) at 0° C. was added perchloric acid (0.75 mL). The mixture was stirred at 0° C. for 3 hours at room temperature before being poured into a saturated aqueous solution of sodium carbonate (30 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×20 mL). The organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 50/50) to provide the desired product (27d) (51 mg, 0.137 mmol, 60%) as a colorless oil.

Provenance & Evidence