Hydrochloric Acid → HCID 23159992, compound

Participants

Reaction Steps

Methyl 3-[4-({4-[(5-methyl-3-phenyl-1H-pyrazol-1-yl)methyl]benzyl}oxy)phenyl]propanoate (220 mg, 0.5 mmol) was dissolved in a mixed solvent of methanol (3 mL) and tetrahydrofuran (3 mL), and 1 N aqueous sodium hydroxide solution (2 mL) was added. The mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with water, and neutralized with 1 N hydrochloric acid. The mixture was extracted with ethyl acetate. The ethyl acetate layer was dried using a Presep Dehydration tube (Manufactured by Wako Pure Chemical Industries, Ltd.), and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1-1:4) to give the title compound (155 mg, yield 73%) as colorless crystals. 1H NMR (CDCl3) δ: 2.22 (3H, s), 2.64 (2H, t, J=7.5 Hz), 2.89 (2H, t, J=7.5 Hz), 5.00 (2H, s), 5.35 (2H, s), 6.38 (1H, s), 6.87 (2H, d, J=8.5 Hz), 7.07-7.18 (4H, m), 7.23-7.32 (1H, m), 7.33-7.44 (4H, m), 7.76-7.83 (2H, m).

Provenance & Evidence