Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Heptanol | HCID 8129 | — |
| Reactant | Dodecane | HCID 8182 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Methyl-1,10-phenanthroline | HCID 72791 | — |
| Reactant | 1-Iodo-3,5-dimethylbenzene | HCID 140924 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Heptoxy-3,5-dimethylbenzene | HCID 15531005 | 68% |
Reaction Steps
A screw cap test tube was charged with ii-heptanol (283 μl, 2.00 mmol), 3,5-dimethyliodobenzene (144 μL, 1.00 mmol), CuI (19.0 mg, 0.100 mmol), 5-methyl-1,10-phenanthroline (38.8 mg, 0.200 mmol), Cs2CO3 (977 mg, 3.00 mmol) and toluene (0.5 mL). The test tube was sealed with a screw cap. The reaction mixture was stirred magnetically and heated at 70° C. for 23 hours. The reaction mixture was allowed to reach room temperature. Dodecane (227 μL, 1.00 mmol; internal standard) was added and a GC sample was filtered through Celite and eluted with CH2Cl2. GC analysis revealed 68% yield of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07115784B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-c41d88c1bc984709b8bb73a69ab18722 |
|---|
| Source note | uspto-grants-2006_10 |
|---|
