Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915907Generated: October 26, 2026

Methyl acetoacetate → 2-Cyclohexyl-5-methyl-2,4-dihydro-pyrazol-3-one

https://huagongshe.com/reaction/915907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium HydroxideHCID 14798—
ReactantCyclohexylhydrazine hydrochlorideHCID 207836—
Product2-Cyclohexyl-5-methyl-2,4-dihydro-pyrazol-3-oneHCID 1019260579%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 14.5 ml (0.134 mol) of methyl acetoacetate and 20.2 g (0.134 mol) of cyclohexylhydrazine hydrochloride was stirred at 120° C. for 2 hours, and then cooled. The reaction mixture was neutralized with 30 ml of a 4M aqueous solution of sodium hydroxide, and extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. Hexane was added to the residue, and precipitated crystals were collected by filtration to obtain 19.0 g (79%) of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268128B2
Source datasetuspto-grants-2007_09
ORD IDord-2010d9491e664ed5ac81d1f1a3d96770
Source noteuspto-grants-2007_09