HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58338019, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Fluoro-4-(trifluoromethyl)pyridine | HCID 2782833 | — |
| Reactant | tert-butyl N-(2-(4-hydroxyphenyl)ethyl)carbamate | HCID 11831452 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58338019 | HCID 58338019 | 60% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 3-fluoro-4-trifluoromethylpyridine (1 g, 6.1 mmol) and [2-(4-hydroxyphenyl)-ethyl]-carbamic acid tert-butyl ester (1.44 g, 6.1 mmol) in DMSO (10 mL) was added K2CO3 (5 g, 36.2 mmol), and the mixture was heated at 100° C. for 30 min. After cooling, the solids were removed by suction filtration and washed with Et2O. The pooled filtrates were diluted with Et2O (75 mL) and washed with 0.01 N HCl. The organic layer was concentrated in vacuo. The residue was dissolved in Et2O/hexane and washed with 10% NaOH. The organic layer was filtered and vacuum dried to provide 1.4 g (60% yield) of {2-[4-(4-trifluoromethyl-pyridin-3-yloxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester as a clear, colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268843B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-491efef53e9e4f9fbdefc87736d120aa |
| Source note | uspto-grants-2012_09 |