HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285340Generated: October 31, 2026
Tris(2-methoxyphenyl)phosphine → 1,6-Di(quinolin-8-yl)pyrene
https://huagongshe.com/reaction/2285340
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tris(2-methoxyphenyl)phosphine | HCID 78464 | — |
| Reactant | 8-Quinolineboronic acid | HCID 2734380 | — |
| Reactant | Sodium Carbonate Monohydrate | HCID 2735133 | — |
| Reactant | 2,7-Dibromopyrene | HCID 13615479 | — |
| Reactant | Tricaprylylmethyl ammonium chloride | HCID 77620884 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1,6-Di(quinolin-8-yl)pyrene | HCID 86711724 | 48% |
Reaction Steps
Quinoline-8-boronic acid (2.2 g, 12.2 mmol), trioctylmethylammonium chloride (trademark name: Aliquat336 (hereinafter referred to as Aliquat336), prepared by Aldrich Corporation, 0.74 g), palladium acetate (1.3 mg), tris(o-methoxyphenyl)phosphine (13.3 mg), toluene (58 ml), and sodium carbonate water solution (17.8 mmol) were added to dibromo pyrene (2.0 g, 5.6 mmol) synthesized in the prepared example and they were agitated at a temperature of 100° C. of four hours. A crystal was obtained by cooling the resultant reaction liquid at room temperature and filtering the cooled reaction (including the crystal). The compound B of 1.8 g was obtained by washing the crystal in an order of toluene, water, and methanol, and drying the washed crystal under reduced pressure (yield 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09147846B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-22f685f4ef5a431a95a086a1047537dc |
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| Source note | uspto-grants-2015_09 |
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