HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277361Generated: October 31, 2026
Sodium Carbonate → Biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl)-[4-(8,8-diphenyl-8H-indolo[3,2,1-de]acridin-3-yl)phenyl]amine
https://huagongshe.com/reaction/2277361
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | N-((1,1'-Biphenyl)-4-yl)-N-(4-bromophenyl)-9,9-dimethyl-9H-fluoren-2-amine | HCID 58131689 | — |
| Reactant | 8,8-diphenyl-8H-indolo[3,2,1-de]acridine-3-boronic acid | HCID 68169163 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl)-[4-(8,8-diphenyl-8H-indolo[3,2,1-de]acridin-3-yl)phenyl]amine | HCID 67324655 | — |
Reaction Steps
85 g (190 mmol) of 8,8-diphenyl-8H-indolo[3,2,1-de]acridine-3-boronic acid, 98 g (190 mmol) of biphenyl-4-yl-(4-bromophenyl)-(9,9-dimethyl-9H-fluoren-2-yl)amine and 13 g (123 mmol) of sodium carbonate are suspended in 180 ml of toluene, 180 ml of dioxane and 60 ml of water. 3.0 mg mmol) of Pd(PPh3)4 are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, filtered through silica gel, washed three times with 200 ml of water and subsequently evaporated to dryness. The residue is recrystallised from toluene and from dichloromethane/isopropanol and finally sublimed in a high vacuum. The purity is 99.9%. The yield is 124 g (147 mmol), corresponding to 78% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133119B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-00d8f3eaf326453eb5cfab3a287d2a2b |
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| Source note | uspto-grants-2015_09 |
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