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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646455Generated: October 29, 2026

Ethyl Acetate → HCID 59264741, compound

https://huagongshe.com/reaction/646455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 59264722HCID 59264722—
CatalystHCID 178418397HCID 178418397—
SolventHexaneHCID 8058—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59264741HCID 59264741—

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium phosphate (0.1 g, 0.5 mmol) was added to a solution of 5-(2,4-bis-benzyloxy-5-bromo-phenyl)-4-(4-methoxy-phenyl)-3-methyl-isoxazole (0.14 g, 0.25 mmol) and phenyl boronic acid (0.095 g, 0.75 mmol) in 1,4 dioxan (4 ml) under a nitrogen atmosphere. Tetrakis(triphenylphosphine)palladium(0) (cat.) was added and the suspension heated, 80° C. for ˜18 hrs. The suspension was allowed to cool and ethyl acetate (25 ml) added. The mixture was washed with water (3×25 ml) and saturated aqueous sodium chloride solution (25 ml). The solution was dried over anhydrous magnesium sulphate and concentrated to give a pale brown gum. Trituration with hexane gave 5-(4,6-bis-benzyloxy-biphenyl-3-yl)-4-(4-methoxy-phenyl)-3-methyl-isoxazole as an off-white solid, dried in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705027B2
Source datasetuspto-grants-2010_04
ORD IDord-11e085f86874406396c41fb9016ac400
Source noteuspto-grants-2010_04