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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479263Generated: October 30, 2026

Ethyl Acetate → 2-tert-butyl-4-chloro-5-(2-tert-butyldimethylsilyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

https://huagongshe.com/reaction/1479263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant2-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-oneHCID 2782225—
Reactant1-Tert-butyldimethylsilyloxy-2-hydroxy-2-(4-tert-butylphenyl)ethaneHCID 59678651—
SolventDimethylformamideHCID 6228—
Product2-tert-butyl-4-chloro-5-(2-tert-butyldimethylsilyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinoneHCID 67100709—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 2-tert-butyl-4,5-dichloro-3(2H)-pyridazinone (0.5 g, 2.27 mmol) in DMF (10 ml) were added anhydrous cesium carbonate (0.74 g, 2.27 mmol) and 1-tert-butyldimethylsilyloxy 2-hydroxy 2-(4-tertbutylphenyl)ethane (0.7 g, 2.27 mmol). The mixture is stirred for 2 hours at 70° C. and then cooled to room temperature and ethyl acetate is added to it. The solution is then washed with water, dried and concentrated and the residue subjected to purification by flash chromatography (silica gel; ethyl acetate/hexanes) to give the above compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09408927B2
Source datasetuspto-grants-2016_08
ORD IDord-d89f3ee355ea4604b3c2da3400729070
Source noteuspto-grants-2016_08