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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743383Generated: October 30, 2026

1-(2-Benzyloxyphenyl)-4-phenylbutadiene → 2-(4-Phenylbutyl)phenol

https://huagongshe.com/reaction/743383

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Benzyloxyphenyl)-4-phenylbutadieneHCID 54521999—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-(4-Phenylbutyl)phenolHCID 1259648994.4%

Reaction Steps

The whole of this 1-(2-benzyloxyphenyl)-4-phenylbutadiene was mixed with 300 ml of ethanol, and the mixture was stirred at 60° C. for 5 hours in an atmosphere of hydrogen and in the presence of 1 g of 5% w/w palladium-on-charcoal. At the end of this time, the catalyst was removed by filtration, and the filtrate was concentrated by evaporation under reduced pressure. The resulting residue was purified by column chromatography through silica gel, using a 8:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 8.34 g (yield 94.4%) of the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556864
Source datasetuspto-grants-1996_09
ORD IDord-0f83c7ee5682429eaf27911eb0e51576
Source noteuspto-grants-1996_09