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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172233Generated: October 30, 2026

Ethyl Acetate → HCID 86709388, compound

https://huagongshe.com/reaction/2172233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant2-(4-Bromophenoxy)tetrahydro-2H-pyranHCID 4646436—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 86709388HCID 8670938845.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

2-(4-Bromophenoxy)tetrahydropyran (3.0 g) was dissolved in N,N-dimethylformamide (30 ml). 4-Formylphenylboronic acid (2.1 g), tetrakis(triphenylphosphine)palladium (0) (1.35 g) and tripotassium phosphate (4.95 g) were added thereto, and the resulting mixture was heated at 90 to 100° C. under a nitrogen atmosphere for 3 hours. After completion of the reaction, ethyl acetate was added to the reaction mixture and filtered through Celite. The filtrate was separated into layers. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→50:50) to afford the title compound as a white powder (1.49 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051333B2
Source datasetuspto-grants-2015_06
ORD IDord-bca42a1e30f34756bbab683361151bba
Source noteuspto-grants-2015_06