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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068826Generated: November 2, 2026

Hexane → 5-Methyl-1-phenylpyrazole-3-carbaldehyde

https://huagongshe.com/reaction/2068826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantEthyl 5-methyl-1-phenyl-1H-pyrazole-3-carboxylateHCID 10900438—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Methyl-1-phenylpyrazole-3-carbaldehydeHCID 1413523681.7%

Reaction Steps

3-Ethoxycarbonyl-1-phenyl-5-methylpyrazole (3.482 g, 15.12 mmol) was dissolved in 20 mL of purified methylene chloride, and then dropwisely added with DIBAL (45.36 mL, 45.36 mmol) at −78° C. and stirred. Termination of the reaction was confirmed by TLC (hexane:ethyl acetate=5:1). Upon completion of reaction, the reaction mixture was dropwisely added with methanol and water, and then extracted with methylene chloride. The resulting organic layer was dried with anhydrous magnesium sulfate and filtered, and the filtrate was concentrated and dried in vacuo to obtain the target compound, 3-formyl-5-methyl-1-phenylpyrazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299072B2
Source datasetuspto-grants-2012_10
ORD IDord-9d59da27d5a34a238938585f29a33a4e
Source noteuspto-grants-2012_10