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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64524Generated: October 30, 2026

1,4-Cyclohexadiene → 4-(Hexyloxy)phenyl 4-hydroxybenzoate

https://huagongshe.com/reaction/64524

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-CyclohexadieneHCID 12343—
Reactant4-(Hexyloxy)phenyl 4-(benzyloxy)benzoateHCID 67216800—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product4-(Hexyloxy)phenyl 4-hydroxybenzoateHCID 20086825—

Reaction Conditions

Temperature60 °C

Reaction Steps

The 4-(hexyloxy)phenyl 4-(benzyloxy)benzoate obtained as described above (5.0 g, 12.4 mmol) and palladium on carbon (2.5 g in the wet state) were placed in a sealed container under a nitrogen atmosphere, and dehydrated THF was slowly added thereto. Then, 28 mL of 1,4-cyclohexadiene was carefully and slowly added thereto dropwise, while heating at 60° C. and stirring. After the addition, the mixture was further stirred for additional 3 hours at 60° C. After the mixture was cooled to room temperature, the mixture was filtered through Celite and the solvents were removed by distillation. Thereby, a white solid compound, 4-(hexyloxy)phenyl 4-hydroxybenzoate (3.8 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09449732B2
Source datasetuspto-grants-2016_09
ORD IDord-503e37d638f64ce0a9f6e9692c583e50
Source noteuspto-grants-2016_09