HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86708837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Butyl-4-ethynylbenzene | HCID 2775132 | — |
| Reactant | 1,4-Diiodo-2,3,5,6-tetramethylbenzene | HCID 5182526 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86708837 | HCID 86708837 | — |
Reaction Steps
8.1 g (20 mmol) of 1,4-diiodo-2,3,5,6-tetramethylbenzene, 7.5 g (47.3 mmol) of 4-n-butylphenylacetylene, 2 g (2.9 mmol) of bis(triphenylphosphine)palladium(II) chloride and 550 mg (2.9 mmol) of copper(I) iodide are initially introduced in 100 ml of triethylamine, and the mixture is heated under reflux for 3 h. The batch is then cooled, water and MTB are added, and the phases are separated. The organic phase is washed with saturated ammonium chloride solution and with sodium chloride solution and evaporated in a rotary evaporator, and the residue obtained in this way is purified by column chromatography (SiO2, heptane); the further purification is carried out by recrystallisation from isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296948B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-c92f1bacd1ee495a837d61c0ccf58dc1 |
| Source note | uspto-grants-2016_03 |