Methyl 1-isopropyl-1H-pyrazole-3-carboxylate → (1-(propan-2-yl)-1H-pyrazol-3-yl)methanol

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Reaction Steps

To methyl 1-isopropyl-1H-pyrazole-3-carboxylate (5.0 g, 29.7 mmol) in anhydrous ether (0.5M, 60 mL) at 0° C. was added lithium aluminum hydride (32.7 mL, 32.7 mmol). The cold bath was removed and the mixture stirred for 3 hours. The mixture was poured slowly into an Erlenmeyer flask containing cold (0° C.) Rochelle's salt solution (1 L). After stirring for 1 hour, the mixture was diluted with Et2O (200 mL). The organic phase was separated, and the aqueous phase was further extracted with Et2O. The combined extracts were concentrated and dried under high vacuum to afford (1-isopropyl-1H-pyrazol-3-yl)methanol (3.45 g, 83% yield) as a clear oil.

Provenance & Evidence