Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 6-(3,4,5-Trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonate | HCID 21870043 | — |
| Reactant | 1-Ethynyl-4-propylcyclohexane | HCID 21870626 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178447940 | HCID 178447940 | — |
Reaction Steps
25.0 g of 6-(3,4,5-trifluorophenyl)naphthalene-2-yl trifluoromethanesulfonate and 1-ethynyl-4-propylcyclohexane were dissolved in a mixture of 125 ml of N,N-dimethylformamide and 25 ml of triethylamine. To the solution were then added 0.7 g of tetrakis(triphenylphosphine)palladium and 0.2 g of copper iodide (I). The reaction mixture was then stirred at a temperature of 50° C. for 3 hours. The reaction solution was then allowed to cool to room temperature. To the reaction solution was then added 150 ml of water. The reaction solution was extracted with 200 ml of toluene, washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was then distilled off. The residue was then recrystallized from ethanol to obtain 17.6 g of 2-(trans-4-propylcyclohexyl)ethynyl-6-(3,4,5-trifluorophenyl)naphthalene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07145047B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-8ab84d3100a24c7a85ae7395431a3675 |
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| Source note | uspto-grants-2006_12 |
|---|