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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910579Generated: October 29, 2026

Acetic Acid → 1-acetyl-5-methyl-4-{[4-(propan-2-yloxy)phenyl]methyl}-2,3-dihydro-1H-pyrazol-3-one

https://huagongshe.com/reaction/910579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetic AnhydrideHCID 7918—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Isopropoxybenzyl)-5-methyl-1H-pyrazol-3(2H)-oneHCID 15542324—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-acetyl-5-methyl-4-{[4-(propan-2-yloxy)phenyl]methyl}-2,3-dihydro-1H-pyrazol-3-oneHCID 6734963677.3%

Reaction Steps

1,2-Dihydro-4-[(4-isopropoxyphenyl)methyl]-5-methyl-3H-pyrazol-3-one (1.00 g) was suspended in N,N-dimethyl-formamide (5 mL) at room temperature. In addition, potassium carbonate (0.319 g) was added to the suspension, and the mixture was stirred for 30 minutes. Acetic anhydride (0.412 g) was added to the mixture in a dropwise manner at room temperature. The mixture was stirred at room temperature overnight and at 50° C. for 2 hours. In addition, the mixed solution of glacial acetic acid (0.139 g) and water (5.0 g) was added to the reaction mixture under stirring at room temperature. After confirming the precipitation of the crystals, water (25 g) was added to the mixture. The obtained crystals were collected by filtration, washed with water and dried under reduced pressure to give a white solid of 1-acetyl-1,2-dihydro-4-[(4-isopropoxy-phenyl)methyl]-5-methyl-3H-pyrazol-3-one (0.90 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022192B2
Source datasetuspto-grants-2011_09
ORD IDord-81113d5fc2ed4c338042ea82d48857b1
Source noteuspto-grants-2011_09