(3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methanol → 3-benzyloxy-1-phenyl-1H-pyrazole-4-carbaldehyde

Participants

Reaction Steps

A mixture of (3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methanol (5.61 g), activated manganese dioxide (15.00 g) and tetrahydrofuran (75 mL) was stirred overnight at room temperature. Manganese dioxide was removed by filtration, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography to give 3-benzyloxy-1-phenyl-1H-pyrazole-4-carbaldehyde (5.03 g, yield 90%) as colorless crystals from a fraction eluted with ethyl acetate-hexane (2:1, v/v). The crystals were recrystallized from tetrahydrofuran-hexane. melting point: 153-154° C.

Provenance & Evidence