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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511344Generated: October 25, 2026

Ethyl Acetate → HCID 67260822, compound

https://huagongshe.com/reaction/511344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl(2-iodoethoxy)dimethylsilaneHCID 11129873—
Reactant1H-Pyrazole, 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-HCID 21931539—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67260822HCID 67260822—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a sealed tube, a suspension of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-pyrazole (100.0 mg, 0.5154 mmol), tert-butyl-(2-iodoethoxy)-dimethylsilane (196 mg, 0.685 mmol), and Cs2CO3 (271 mg, 0.832 mmol) in DMF (3 mL) was stirred at 100° C. for 16 h. The sample was suspended between EtOAc and water and the layers were separated. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo, giving the title material as the boronic acid, as a yellow oil (203.4 mg). MS (ES+): m/z 270.18/271.13/272.15 (19/79/15) [MH+]. HPLC: tR=3.33 min (CAD, ZQ3, polar—5 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-5f6d142848174ee7a1a194b2ecbdfb94
Source noteuspto-grants-2015_08