HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → 1-Bromo-3-(2-phenylethynyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | Benzene, 1-bromo-3-iodo- | HCID 11561 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Bromo-3-(2-phenylethynyl)benzene | HCID 15836106 | — |
Reaction Steps
1-bromo-3-iodobenzene (15.3 g, 54.0 mmol), phenylacetylene (5 g, 49.0 mmol), tetrakis(triphenylphosphine)palladium (2.8 g, 2.4 mmol) and copper(I) iodide (0.46 g, 2.4 mmol) were dissolved in dry toluene and diisopropylamine (35 mL, 196 mmol) under a nitrogen atmosphere. The reaction was stirred at room temperature overnight. The mixture was extracted with ethyl acetate and the organic layer was dried in vacuo to give the title compound as a residue that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353089B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a2df377c2a7045e9b9d4e0583c436a6a |
| Source note | uspto-grants-2016_05 |