HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776080Generated: November 2, 2026
1-Bromo-4-iodobenzene → HCID 86720791, compound
https://huagongshe.com/reaction/1776080
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | N-(2-Methylphenyl)naphthalen-1-amine | HCID 20511057 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86720791 | HCID 86720791 | 13.5% |
Reaction Steps
A mixture of N-(o-tolyl)naphthalen-1-amine (Compound 20) (2.0 g, 8.6 mmol), 1-bromo-4-iodobenzene (8.67 g, 30 mmol), Pd(dppf)Cl2 (0.365 g, 0.5 mmol), potassium tert-butoxide (1.96 g, 20 mmol) in toluene was degassed and heated at 110° C. overnight. The resulting mixture was worked up with ethyl acetae/brine, dried over Na2SO4, loaded on silica gel and purified by flash column using eluents of hexanes to hexanes/dichloromethane 9:1. After removal of solvents, a yellow solid (Compound 21) was obtained, 0.45 g in 13.5% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09263681B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-834b40d693824f8d8aafc53a01196fda |
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| Source note | uspto-grants-2016_02 |
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