Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 90133853 | HCID 90133853 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 90133858 | HCID 90133858 | 56% |
Reaction Steps
In a 20 mL round-bottomed flask, 3,3,3-trifluoro-2-((2-(3-(trifluoromethyl)phenyl)morpholino)-methyl)propyl methanesulfonate (850 mg, 1.95 mmol) and sodium cyanide (957 mg, 19.5 mmol) were combined with DMF (30 ml) to give a light yellow solution. The reaction mixture was heated at 60° C. and stirred for 2 h. The reaction mixture was diluted with ether (60 ml), washed with brine and H2O, dried over MgSO4, filtered and concentrated to give crude product as an oil. The crude material was purified by flash chromatography (silica gel, 40 g, 0% to 60% ethyl acetate in hexanes) to afford 400 mg (56%) of 4,4,4-trifluoro-3-[2-(3-trifluoromethylphenyl)-morpholin-4-ylmethyl]-butyronitrile as a colorless oil. MH+=367.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388172B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-52f00d665fc94901bc9e526214a68cdf |
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| Source note | uspto-grants-2016_07 |
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