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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626110Generated: October 31, 2026

Aluminium lithium hydride → 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carbaldehyde

https://huagongshe.com/reaction/1626110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methoxy-methyl-amideHCID 58082843—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carbaldehydeHCID 5749716857.8%

Reaction Steps

To a solution of 4-chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methoxy-methyl-amide (164 mg, 0.68 mmol) in tetrahydrofuran (5 ml) was added at 0° C. a solution of lithium aluminiumhydride (1M in tetrahydrofuran, 0.35 ml) and stirring was continued for 30 minutes. The mixture was quenched at −15° C. with a saturated aqueous solution of potassium hydrogensulphate and extracted with diethyl ether. The organic layer was dried, evaporated and the residue purified by chromatography on silica gel using cyclohexane/ethyl acetate (4:1) as the eluent to give the title compound (71 mg) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785436B2
Source datasetuspto-grants-2014_07
ORD IDord-59a228720faf49a5a4114db711b9083a
Source noteuspto-grants-2014_07