HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-5-(trifluoromethyl)picolinaldehyde oxime → 3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-5-(trifluoromethyl)picolinaldehyde oxime | HCID 718249 | — |
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile | HCID 1473374 | — |
Reaction Steps
A solution of 3-chloro-5-(trifluoromethyl)picolinaldehyde oxime (1.0 eq.) and Burgess reagent (1.5 eq.) in tetrahydrofuran (0.5 M) was heated to 65° C. and stirred for 1 hour. The reaction was cooled to room temperature and diluted with ethyl acetate and water. The organic layer was washed with water, brine, dried over anhydrous MgSO4, and concentrated en vacuo to give a solid that was carried onto the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895577B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-60b799d726c742ca8d4da0ea1566b81f |
| Source note | uspto-grants-2014_11 |