HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931855Generated: November 1, 2026
Cesium carbonate → 4-Chloro-2-cyclohexyl-1-p-tolylethynylbenzene
https://huagongshe.com/reaction/931855
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromo-4-hexylbenzene | HCID 598186 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 4-Chloro-2-cyclohexyl-1-ethynylbenzene | HCID 72942933 | — |
| Catalyst | Bis(acetonitrile)dichloropalladium | HCID 6093782 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Chloro-2-cyclohexyl-1-p-tolylethynylbenzene | HCID 67043365 | — |
Reaction Steps
6.6 g (30.17 mmol) of 9, 7.28 g (30.17 mmol) of 1-bromo-4-hexylbenzene, 21.63 g (66.39 mmol) of caesium carbonate, 78 mg (0.3 mmol) of bis(acetonitrile)palladium(II) chloride and 431 mg (0.9 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl are dissolved in 90 ml of dioxane under nitrogen and heated at 100° C. overnight. 100 ml of water are added to the cooled solution, and the mixture is extracted twice with methyl t-butyl ether (100 ml). The combined organic phases are washed with water, dried over sodium sulfate and evaporated in vacuo. The residue is purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296948B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-1f8a4c5b7e8a403db9a8d44ffeff1526 |
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| Source note | uspto-grants-2016_03 |
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