Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Diiodobenzene | HCID 12208 | — |
| Reactant | HCID 178435656 | HCID 178435656 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178435658 | HCID 178435658 | 97.4% |
Reaction Steps
Following the procedure for preparing 6, samples of 13 (1.0 g, 4.2 mmol), 1,4-diiodobenzene (2.8 g, 8.5 mmol), PdCL2(PPh3)2 (30 mg, 43 μmol) and CuI (5.0 mg, 26 μmol) were reacted in THF (20 mL) and Et3N (20 mL). The reaction mixture was stirred at 50° C. for 5 h and worked up. The resulting residue was purified by column chromatography (silica, petroleum ether) to afford 1.8 g (95%) of a red-brown solid. mp 55–57° C.; 1H NMR δ 1.17 (t, J=7.5 Hz, 3H), 2.35 (q, J=7.5 Hz, 2H), 4.10 (s, 4H), 4.18 (t, J=2.1 Hz, 2H), 4.40 (t, J=2.1 Hz, 2H), 7.18, 7.64 (AA′BB′, J=8.1 Hz, 2×2H); 13C NMR δ 15.5, 22.3, 67.0, 68.9, 69.5, 70.2, 74.5, 91.2, 123.3, 133.5, 134.0, 135.8; FAB-MS obsd 439.8721, calcd exact mass 439.8724 (C20H17FeI).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07042755B1 |
|---|
| Source dataset | uspto-grants-2006_05 |
|---|
| ORD ID | ord-df25c8c080e74efb97a1e39492bca831 |
|---|
| Source note | uspto-grants-2006_05 |
|---|
