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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271442Generated: November 3, 2026

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

https://huagongshe.com/reaction/2271442

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 7b (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 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 7c (1.58 g, yield 56.2%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120762B2
Source datasetuspto-grants-2015_09
ORD IDord-d6af38f24ab1484dafd0e29f6476ccb4
Source noteuspto-grants-2015_09