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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453323Generated: October 30, 2026

Diethyl Ether → {1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-methanol

https://huagongshe.com/reaction/453323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carboxylic acid ethyl esterHCID 86667283—
SolventTetrahydrofuranHCID 8028—
Product{1-[5-Chloro-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-methanolHCID 86667284—

Reaction Steps

To a solution of ester 3 (0.3 g, 0.72 mmol) in THF (6 mL) under N2 atmosphere was added 1M LiAlH4 in Et2O (2.2 mL, 2.20 mmol). The resulting mixture was stirred at RT for 2 h. 2 M NaOH (2 mL) was added dropwise and the precipitate was removed by filtration. The volatiles were removed in vacuo. The residue was dissolved in EtOAc (20 mL), washed with water (2×15 mL), brine (15 mL), dried (Na2SO4) and evaporated to dryness to give alcohol 4 as a white solid, 0.16 g (60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492424B2
Source datasetuspto-grants-2013_07
ORD IDord-df7628d62bd2412287ab045f8e841de8
Source noteuspto-grants-2013_07