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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507987Generated: November 2, 2026

Water → HCID 23157353, compound

https://huagongshe.com/reaction/507987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-Formylphenylboronic acidHCID 2734356—
ReactantHCID 23157610HCID 23157610—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 23157353HCID 2315735328%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-bromo-5-(2-ethoxyethoxy)-1,3,4-trimethylbenzene (1.16 g, 4.04 mmol), 3-formylphenylboronic acid (0.67 g, 4.44 mmol), tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.20 mmol), cesium carbonate (3.2 g, 9.7 mmol), water (4.8 mL) and 1,2-dimethoxyethane (15 mL) was stirred under a nitrogen atmosphere at 90° C. for 64 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, dried, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-hexane/ethyl acetate=2/1) to give the title compound (0.35 g, yield 28%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-daf6ee35fac6420bad4768e825d82336
Source noteuspto-grants-2010_08