Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | HCID 66692858 | HCID 66692858 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68043811 | HCID 68043811 | — |
Reaction Steps
To a solution of bromide 10 (1.5 g, 5.05 mmol) in 1.4-dioxane (10 mL) were added NaI (1.5 g, 10.1 mmol), CuI (0.1 g, 0.51 mmol) and N1,N2-dimethylethane-1,2-diamine (0.11 mL, 1.01 mmol) at room temperature. The reaction mixture was evacuated and backfilled with nitrogen. The mixture was stirred 120° C. for 18 hours. The mixture was cooled to room temperature and filtered off through celite. The filtrate was extracted with EtOAc/H2O (50 mL/50 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product 11 was dried under high vacuum and used without further purification (2.32 g, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09006187B2 |
|---|
| Source dataset | uspto-grants-2015_04 |
|---|
| ORD ID | ord-b2e7b936f9194d35a31d49b3357fa683 |
|---|
| Source note | uspto-grants-2015_04 |
|---|
