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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507970Generated: November 3, 2026

Ethanol → {4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]phenyl}methanol

https://huagongshe.com/reaction/507970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantmethyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoateHCID 23157342—
SolventTetrahydrofuranHCID 8028—
Product{4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]phenyl}methanolHCID 2315737081.3%

Reaction Steps

To a solution of methyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoate (1.72 g, 5.24 mmol) in tetrahydrofuran (35 mL) was added lithium aluminum hydride (0.25 g, 5.3 mmol) at 0° C., and the mixture was stirred at room temperature for 30 min. Ethanol (10 mL) and saturated aqueous ammonium chloride solution (1.0 mL) were added to the reaction mixture, and the precipitated solid was filtered off. The filtrate was concentrated and the residue was purified by silica gel column chromatography (50% ethyl acetate/hexane) to give the title compound (1.28 g, yield 81%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-6ac7d862e21d4a048e0065cf4b372b43
Source noteuspto-grants-2010_08