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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770167Generated: November 1, 2026

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

https://huagongshe.com/reaction/1770167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant5-Decyloxy-2-(4-bromophenyl)pyrimidineHCID 11474793—
Reactant2-Octylindane-5-boronic acidHCID 22099086—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventBenzeneHCID 241—
Product2-Octyl-5-[4-(5-decyloxypyrimidine-2-yl)phenyl]indanHCID 2009503982.1%

Reaction Steps

0.30 g (1.09 mM) of 2-octylindan-5-boronic acid, 0.37 g (0.95 mM) of 5-decyloxy-2-(4-bromophenyl)pyrimidine, 1.8 ml of ethanol, 2.5 ml of benzene, 1.5 ml of 2M-sodium carbonate aqueous solution and 0.05 g of tetrakis (triphenylphosphine) palladium (O) were mixed and heat-refluxed for 4 hours under stirring. After the reaction, the reaction mixture was poured into ice water to precipitate a crystal. The crystal was recovered by filtration under reduced pressure and dissolved in toluene, 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. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=100/1) and recrystallized two times from a mixture solvent (toluene/acetone) to obtain 0.42 g of 2-octyl-5-[4-(5-decyloxypyrimidine-2-yl)phenyl]indan (Yield: 82.1%). ##STR279##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05385692
Source datasetuspto-grants-1995_01
ORD IDord-f200ceb44f0e42098f2d4ce26f9c3aeb
Source noteuspto-grants-1995_01