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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4-Decylphenyl)phenyl triflate | HCID 20095018 | — |
| Reactant | 2-Octylindane-5-boronic acid | HCID 22099086 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Octyl-5-[4-(4-decylphenyl)phenyl]indan | HCID 20095009 | 41.3% |
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
| 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-d73912c00e2b4be48e32228be6526208 |
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| Source note | uspto-grants-1995_01 |
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