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

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.

1. customThe cold bath was removed
2. additionThe mixture was poured slowly into an Erlenmeyer flask
3. additioncontaining cold (0° C.) Rochelle's salt solution (1 L)
4. stirringAfter stirring for 1 hour
5. additionthe mixture was diluted with Et2O (200 mL)
6. customThe organic phase was separated
7. extractionthe aqueous phase was further extracted with Et2O
8. concentrationThe combined extracts were concentrated
9. customdried under high vacuum

ORD record

ord-b4b3c32ed8364d62ac397fbb54ac89f1

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08841455B2