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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090892Generated: October 31, 2026

2-Methyl-2-butene → methyl 1-(1,1-dimethylpropyl)-3-methyl-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/2090892

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 178498883HCID 178498883—
SolventAcetonitrileHCID 6342—
Productmethyl 1-(1,1-dimethylpropyl)-3-methyl-1H-pyrazole-4-carboxylateHCID 6677796329%

Reaction Conditions

Temperature120 °C

Reaction Steps

Methyl 3-methyl-1H-pyrazole-4-carboxylate (10.8 g) synthesized in Example 1(3) was dissolved in acetonitrile (100 mL), 2-methyl-2-butene (16.3 mL) and p-toluenesulfonic acid monohydrate (4.4 g) were added, and the mixture was stirred in a sealed tube at 120° C. for 4 hr. The reaction mixture was poured into aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4, volume ratio) to give the title object compound (4.6 g, 29%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-bc109ba2794f4f27b21249e5020f9f92
Source noteuspto-grants-2013_05