HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852557Generated: October 30, 2026
Ethanol → 12-(4-bromophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene
https://huagongshe.com/reaction/1852557
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 10,10-dimethyl-(10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 86718312 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 12-(4-bromophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene | HCID 86723619 | 53% |
Reaction Steps
A mixture of 6.6 g (28 mmol) of 1,4-dibromobenzene, 15.1 g (32 mmol) of 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetra methyl-1,3,2-dioxaborolane, 0.32 g (0.28 mmol) of tetrakis(triphenylphosphine) palladium, 22 ml of 2M Na2CO3, 60 ml of EtOH and 130 ml toluene was degassed and placed under nitrogen and then heated at 90° C. for 12 h. After finishing the reaction, the mixture was allowed to cool to room temperature. Than 500 ml MeOH was added, while stirring and the precipitated product was filtered off with suction and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product 7.4 g (53%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962160B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-85e25a59d33a454da2cb3af87001bd09 |
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| Source note | uspto-grants-2015_02 |
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