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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170481Generated: October 29, 2026

Sodium Carbonate → HCID 89581049, compound

https://huagongshe.com/reaction/2170481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 10997426—
ReactantHCID 89580521HCID 89580521—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89581049HCID 8958104987%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of tert-butyl 4-bromo-3-phenoxybenzoate (400 mg, 1.15 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (193 mg, 1.15 mmol) and sodium carbonate (366 mg, 3.45 mmol), tetrakis(triphenylphosphine)palladium (40 mg, 0.035 mmol) in 1,4-dioxane (8 mL) and water (2 mL) was stirred at 90° C. overnight under nitrogen atmosphere. After being cooled to room temperature, the reaction was concentrated. The residue was purified by pre-HPLC to get tert-butyl 3-phenoxy-4-(prop-1-en-2-yl)benzoate (309 mg, 87%) as a yellow solid LRMS (M+H+) m/z: calcd 311.16. found 311.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051269B2
Source datasetuspto-grants-2015_06
ORD IDord-bdab06750e914d869cfddd3f22db8859
Source noteuspto-grants-2015_06