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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770170Generated: November 1, 2026

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

https://huagongshe.com/reaction/1770170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Octyl-5-(4-bromophenyl)pyrimidineHCID 20095055—
Reactant2-Octylindane-5-boronic acidHCID 22099086—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventBenzeneHCID 241—
Product2-Octyl-5-[4-(2-octylpyrimidine-5-yl)phenyl]indanHCID 2009506671.5%

Reaction Steps

0.41 g (1.50 mM) of 2-octylindan-5-boronic acid, 0.45 g (1.30 mM) of 2-octyl-5-(4-bromophenyl)pyrimidine, 2.2 ml of ethanol, 4.2 ml of benzene, 2.1 ml of 2M-sodium carbonate aqueous solution and 0.07 g of tetrakis (triphenylphosphine) palladium (O) were mixed and heat-refluxed for 200 minutes under stirring. After the reaction, the reaction mixture was poured into ice water and subjected to extraction with ethyl acetate, followed by washing with saturated common salt aqueous solution. The organic layer was dried with anhydrous sodium sulfate. Then, the sodium sulfate was removed from the organic layer and the resultant organic layer was evaporated to obtain a residue. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=100/1) and recrystallized from a mixture solvent (toluene/acetone) and ethyl acetate to obtain 0.46 g of 2-octyl-5-[4-(2-octylpyrimidine-5-yl)phenyl]indan (Yield: 71.5%). ##STR301##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05385692
Source datasetuspto-grants-1995_01
ORD IDord-cd3fd18b659048ed9df0a73a9ea0158a
Source noteuspto-grants-1995_01