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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384297Generated: October 30, 2026

Ethyl Acetoacetate → 3-Methyl-1-(5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrazol-5(4H)-one

https://huagongshe.com/reaction/384297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant(5,6,7,8-Tetrahydro-naphthalen-2-yl)-hydrazineHCID 12357322—
SolventAcetic AcidHCID 176—
Product3-Methyl-1-(5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrazol-5(4H)-oneHCID 5103658056.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

(5,6,7,8-Tetrahydro-naphthalen-2-yl)-hydrazine 3h (2.0 g, 12.3 mmol) was dissolved in 50 mL of acetic acid followed by addition of ethyl acetoacetate (1.57 mL, 12.3 mmol). The reaction mixture was heated to 100° C. overnight. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to obtain the title compound 5-methyl-2-(5,6,7,8-tetrahydro-naphthalen-2-yl)-2,4-dihydro-pyrazol-3-one 3i (1.58 g, yield 56.2%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367710B2
Source datasetuspto-grants-2013_02
ORD IDord-8e62fd574c6d43858faeecea0d18407f
Source noteuspto-grants-2013_02