Water → (1-benzyl-3-benzyloxy-1H-pyrazol-4-yl)methanol

Participants

Reaction Steps

To a solution of ethyl 1-benzyl-3-benzyloxy-1H-pyrazole-4-carboxylate (58.90 g) in tetrahydrofuran (500 ml) was added aluminum lithium hydride (6.64 g) at 0° C. and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture and the precipitate was filtered off. The filtrate was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and (1-benzyl-3-benzyloxy-1H-pyrazol-4-yl)methanol (45.30 g, yield 88%) was obtained as colorless crystals from a fraction eluted with ethyl acetate. The crystals were recrystallized from ethyl acetate-hexane. melting point: 79–80° C.

Provenance & Evidence