HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 54776268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 68863832 | HCID 68863832 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54776268 | HCID 54776268 | 57.9% |
Reaction Steps
A mixture of crude methyl 5-chloro-2-methylnicotinate 1-oxide (Organic letters, 2001, J, 209, 2.29 mmol) and trifluoroacetic acid (453 μL, 3.21 mmol) in dichloromethane (20 mL) was stirred at room temperature for 2 days and heated at 45° C. for 1 hour. The mixture was partitioned between sat. aqueous sodium hydrogen carbonate (50 mL) and ethyl acetate (50 mL). The organic layer was washed with brine (50 mL), dried (sodium sulfate), and evaporated. The residue was purified by flash column chromatography on silica gel eluting with hexane/ethyl acetate (1/1) to afford 225 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084476B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-68a418057d864a70ab1567bc8413200c |
| Source note | uspto-grants-2011_12 |