Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Chloro-4-iodobenzene | HCID 12510 | — |
| Reactant | HCID 11365077 | HCID 11365077 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11417829 | HCID 11417829 | 85% |
Reaction Steps
A solution of 10 g (17.6 mmol) of (2E)-N-[2-(3,4-dimethoxyphenyl)ethyl]-4-methyl-2-(tributylstannyl)-2-pentenamide (5) in 15 ml of dimethylformamide (DMF) was mixed with 4.2 g (17.7 mmol) of 4-chloroiodobenzene, 0.5 g of Pd(PPh3)4 and 0.5 g of copper(I) iodide. After stirring for approximately 14 hours at 20 to 25° C., the reaction solution was poured into water and extracted with MTBE. The organic phases were washed with water, dried and freed from the solvent. After chromatographing on silica gel (cyclohexane:MTBE [7:1 to 1:1]), 5.8 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07186861B2 |
|---|
| Source dataset | uspto-grants-2007_03 |
|---|
| ORD ID | ord-600d856d8aaa428894f29e98eee0f2c9 |
|---|
| Source note | uspto-grants-2007_03 |
|---|
