Perchloric Acid → HCID 90092728, compound

Participants

Reaction Steps

To a solution of methyl 2-[4-(4,4-dimethylcyclohex-1-en-1-yl)-1-methyl-3-phenyl-1H-pyrazol-5-yl]-2-hydroxyacetate (1e) (135 mg, 0.38 mmol) in tert-butyl acetate (7 mL) at 0° C. was added perchloric acid (0.87 mL). The mixture was stirred for 80 minutes at room temperature before being slowly quenched with a saturated solution of potassium carbonate (20 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×30 mL). The organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC (cyclohexane/ethyl acetate 80/20) to provide methyl 2-(tert-butoxy)-2-[4-(4,4-dimethylcyclohex-1-en-1-yl)-1-methyl-3-phenyl-1H-pyrazol-5-yl]acetate (1f) (121 mg, 0.29 mmol, 77%) as a clear yellow oil.

Provenance & Evidence