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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603928Generated: November 1, 2026

Water → 3'-[(E)-2-[4-(4-Phenylbutoxy)phenyl]ethen-1-yl]-2'-hydroxyacetophenone

https://huagongshe.com/reaction/1603928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-(4-Phenylbutoxy)styreneHCID 19606250—
Reactant1-(2-Hydroxy-3-iodophenyl)ethan-1-oneHCID 19606310—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
Product3'-[(E)-2-[4-(4-Phenylbutoxy)phenyl]ethen-1-yl]-2'-hydroxyacetophenoneHCID 1960636070,293.898%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(4-phenylbutoxy)styrene (742 mg, 2.92 mmol), 2'-hydroxy-3'-iodoacetophenone (612 mg, 2.33 mmol), triethylamine (0.408 ml, 3.01 mmol), palladium (II) acetate (14 mg, 0.06 mmol) in acetonitrile (15 ml) was left under stirring at 100° C. for 24 h. Then the mixture was added with water (15 ml), extracted with ethyl ether (4×30 ml), dried and the solvents were evaporated off under reduced pressure. The resulting residue was purified by chromatography through a silica gel column, eluting with petroleum ether:ethyl ether, 9:1, recovering 633 g of the title compound (70% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990142
Source datasetuspto-grants-1999_11
ORD IDord-4e44a95fd28c4f1db71e4d09a2b77f36
Source noteuspto-grants-1999_11