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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Octyl-5-(4-bromophenyl)pyrimidine | HCID 20095055 | — |
| Reactant | 2-Octylindane-5-boronic acid | HCID 22099086 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Octyl-5-[4-(2-octylpyrimidine-5-yl)phenyl]indan | HCID 20095066 | 71.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05385692 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-cd3fd18b659048ed9df0a73a9ea0158a |
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| Source note | uspto-grants-1995_01 |
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