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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053979Generated: October 29, 2026

Diethyl Ether → {1-[5-Chloro-2-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-methanol

https://huagongshe.com/reaction/1053979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1-[5-Chloro-2-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carboxylic acid ethyl esterHCID 68640961—
SolventTetrahydrofuranHCID 8028—
Product{1-[5-Chloro-2-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-YL}-methanolHCID 68641874—

Reaction Steps

To a solution of ester 3 (0.3 g, 0.72 mmol) in THF (6 mL) under N2 atmosphere was added 1 M 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 numberUS09394284B2
Source datasetuspto-grants-2016_07
ORD IDord-9e92de7049bb4bc3939b3f569dc92faf
Source noteuspto-grants-2016_07