HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41812Generated: October 25, 2026
Toluene triethylamine → 4-[2-[[4-[2-[9,9-Dibutyl-7-[2-[4(dihexylamino)phenyl]ethynyl]-9H-fluoren-2-yl]ethynyl]phenyl]ethylamino]ethoxy]phenol
https://huagongshe.com/reaction/41812
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene triethylamine | HCID 22504574 | — |
| Reactant | 4-[2-[Ethyl-(4-iodophenyl)amino]ethoxy]phenol | HCID 68500330 | — |
| Reactant | 4-[2-(9,9-Dibutyl-7-ethynyl-9H-fluoren-2-yl)ethynyl]-N,N-dihexylbenzenamine | HCID 86646642 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | 4-[2-[[4-[2-[9,9-Dibutyl-7-[2-[4(dihexylamino)phenyl]ethynyl]-9H-fluoren-2-yl]ethynyl]phenyl]ethylamino]ethoxy]phenol | HCID 68499700 | 57% |
Reaction Steps
The air is purged from a solution of 5b (155.9 mg, 0.266 mmol) and 6b (132.6 mg, 0.346 mmol) in 1.2 mL of toluene/Et3N (5/1) by argon bubbling for 20 min. Then, CuI (1.0 mg, 0.005 mmol) and Pd(PPh3)2Cl2 (3.7 mg, 0.005 mmol) are added, and the mixture is agitated at 40° C. for 16 h. The solvent is evaporated under reduced pressure, and the raw product is purified by chromatography in a silica gel column (heptane/CH2Cl2 70:30 then 20:80) to yield 127.9 mg (57%) of 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08535643B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-ea89c5ab9bfc46d9b5e44f495c58df26 |
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| Source note | uspto-grants-2013_09 |
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