HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555218Generated: October 25, 2026
tert-Butylphosphine → Tris[3-(carbazol-9-yl)phenyl]amine
https://huagongshe.com/reaction/555218
Participants
| Role | Name | HCID | Charge |
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| Reactant | tert-Butylphosphine | HCID 123165 | — |
| Reactant | Bis[3-(carbazol-9-yl)phenyl]amine | HCID 20648014 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 9-(3-iodophenyl)-9H-carbazole | HCID 66987788 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Tris[3-(carbazol-9-yl)phenyl]amine | HCID 57578466 | 56% |
Reaction Steps
5.5 g of bis[3-(carbazol-9-yl)phenyl]amine, 4.9 g of 9-(3-iodophenyl)carbazole, 2.1 g of sodium tert-butoxide, 0.1 g of palladium acetate, and 50 ml of anhydrous toluene were added in a flask under a nitrogen atmosphere. At an inner temperature of 71° C., 0.4 g of tert-butylphosphine was added by using a syringe. After 10 hours of reaction at 100° C., 300 ml of toluene was added to extract the objective substance, followed by filtration. The filtrate was concentrated to dryness to obtain a crude product. The dried crude product was purified by column chromatography to obtain 5.3 g (yield 56%) of mTCTA (Compound 2). The product was identified by 1H-NMR analysis (see FIG. 1). The following 36 hydrogen atoms were detected upon 1H-NMR (CDCl3) analysis. δ (ppm): 8.083-8.130 ppm (6H), 7.468-7.565 ppm (6H), 7.128-7.390 ppm (24H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08053092B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-d1b869f12e244964a958a364acbb6fb7 |
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| Source note | uspto-grants-2011_11 |
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