Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Fluoro-3-nitrobenzotrifluoride | HCID 67778 | — |
| Reactant | (S)-(+)-2-Methylpiperidine | HCID 6427443 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 7961565 | HCID 7961565 | 99.2% |
Reaction Steps
(S)-2-methylpiperidine (270 μl, 2.24 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 0.5 ml) solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (211 mg, 1.00 mmol, commercially available product). The resulting mixture was stirred for two hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (20 g, hexane/ethyl acetate=12/1). Thus, (S)-1-[2-nitro-4-(trifluoromethyl)phenyl]-2-methylpiperidine (286 mg, 99.2%) was yielded as an orange-colored oily material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07569536B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-52f8c8c97bd443cba2ab4a9c9f72b0c7 |
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| Source note | uspto-grants-2009_08 |
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