HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → [3,6-Dimethyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-4-yl]-ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | 4-Chloro-2,5-dimethyl-6-(2,4,6-trimethyl-phenoxy)pyridine | HCID 9903675 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | [3,6-Dimethyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-4-yl]-ethylamine | HCID 21912407 | 60% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 4-chloro-3,6-dimethyl-2-(2,4,6-trimethyl-phenoxy)-pyridine (1.330 g, 4.822 mmol) and 20 ml of ethyl amine in 13 ml of 1-methyl 2-pyrrolidinone was heated at 150° C. at 250 psi overnight in a pressure reactor. The reaction was heated an additional 24 hours at 175° C. and 300 psi. The reaction mixture cooled to room temperature and diluted with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give a brown oil. The oil residue was purified through silica gel column chromatography using chloroform to 2% methanol in chloroform as eluent to give 0.820 g (60%) of the title compound as a white solid, mp 115-116° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06844351B1 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-5813cad96ed24eacbe99bdef4597007b |
| Source note | uspto-grants-2005_01 |