Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexylamine | HCID 8102 | — |
| Reactant | Dodecane | HCID 8182 | — |
| Reactant | 2,6-Dimethylphenol | HCID 11335 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | o-Iodoanisole | HCID 68257 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69503044 | HCID 69503044 | — |
Reaction Steps
Copper (1) iodide (10 mg, 0.05 mmol, 5 mol %), anhydrous fine powder potassium phosphate (425 mg, 2.0 mmol) and 2,6-dimethylphenol (24 mg, 0.2 mmol, 20 mol %) were put into a screw-capped test tube with a Teflon septum. The tube was evacuated and back-filled with argon (3 cycles). 2-Iodoanisole (130 μL, 1.0 mmol) and n-hexylamine (158 μL, 1.0 mmol) were added by micro-syringe at room temperature. The reaction mixture was heated at 80° C. for 18 hours. The reaction mixture was then allowed to reach room temperature. Diethyl ether (2 mL), water (2 mL) and dodecane (internal standard, 227 μL) were added. The organic layer was analyzed by GC to give 41% GC yield of N-(2-methoxyphenyl)hexylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09067955B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-4473cd9f2fd34ff08af2ec81f6d8188b |
|---|
| Source note | uspto-grants-2015_06 |
|---|
