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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770179Generated: October 31, 2026

Ethanol → 2-Octyl-5-[4-(4-decylphenyl)phenyl]indan

https://huagongshe.com/reaction/1770179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-(4-Decylphenyl)phenyl triflateHCID 20095018—
Reactant2-Octylindane-5-boronic acidHCID 22099086—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product2-Octyl-5-[4-(4-decylphenyl)phenyl]indanHCID 2009500941.3%

Reaction Steps

0.55 g (2.01 mM of 2-octylindan-5-boronic acid, 0.80 g (1.81 mM) of 4-(4-decylphenyl)phenyl triflate, 1.5 ml of ethanol, 2.8 ml of toluene, 2.8 ml of 2M-sodium carbonate aqueous solution and 0.09 g of tetrakis(triphenylphosphine)palladium (O) were mixed and heat-refluxed for 4 hours under stirring. After the reaction, the reaction mixture, water and toluene were added to followed by filtration under reduced pressure. The toluene layer was washed with a common salt aqueous solution followed by drying with anhydrous sodium sulfate. Then, the sodium sulfate was removed from the mixture and the resultant mixture was evaporated to obtain a residue. Ethyl acetate was added to the residue and cooled with ice water to precipitate a crystal. The crystal was recovered by filtration and purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent (toluene/ethyl acetate). The resultant crystal was further purified by silica gel column chromatography (eluent: toluene/hexane=2/1) and recrytallized from a mixture solvent (toluene/hexane) to obtain 0.39 g of 2-octyl-5-[4-(4-decylphenyl)phenyl]indan (Yield: 41.3%). ##STR312##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05385692
Source datasetuspto-grants-1995_01
ORD IDord-d73912c00e2b4be48e32228be6526208
Source noteuspto-grants-1995_01