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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110865Generated: November 1, 2026

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

https://huagongshe.com/reaction/2110865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylateHCID 23157202—
SolventTetrahydrofuranHCID 8028—
Product(3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazol-5-yl)methanolHCID 2315732584.2%

Reaction Steps

To a solution of ethyl 3-tert-butyl-1-{4-[(methoxymethoxy)methyl]benzyl}-1H-pyrazole-5-carboxylate (1.95 g, 5.41 mmol) in tetrahydrofuran (20 mL) was added lithium aluminum hydride (0.26 g, 5.5 mmol) under ice-cooling, 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. The precipitated insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue subjected to silica gel chromatography (ethyl acetate:hexane=1:1) to give the title compound (1.45 g, yield 84%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517910B2
Source datasetuspto-grants-2009_04
ORD IDord-5328a687685044b6a5af7e2691c756ca
Source noteuspto-grants-2009_04