HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[5-Bromo-3-(1-fluoro-1-methylethyl)-2-methoxyphenyl]-N,N-dimethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | 2-[5-Bromo-3-(dimethylamino)-2-methoxyphenyl]-2-propanol | HCID 58910049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[5-Bromo-3-(1-fluoro-1-methylethyl)-2-methoxyphenyl]-N,N-dimethylamine | HCID 58910057 | 67.5% |
Reaction Steps
Diethylaminosulfur trifluoride (620 mg) was added to a solution of 2-[5-bromo-3-(dimethylamino)-2-methoxyphenyl]-2-propanol (1 g) in methylene chloride while stirring on ice. After stirring for an additional 30 minutes while cooling on ice, water was added, extraction was performed with ethyl acetate, and the organic layer was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (680 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244730B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-9f16943a7f884981864baaab28f08279 |
| Source note | uspto-grants-2007_07 |