Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 89760859 | HCID 89760859 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Cyclohexane ethylacetate | HCID 21867204 | — |
| Product | HCID 89760807 | HCID 89760807 | 54% |
Reaction Steps
A solution of KOtBu in THF (1 M, 4.4 ml, 4.39 mmol) was added to a solution of N-[1-methyl-1-[[2-(trifluoromethyl)benzoyl]amino]ethyl]-2-(trifluoromethyl)benzamide (1.53 g, 3.66 mmol) in THF (10 ml). After 16 hours at room temperature the mixture was cooled to 0° C. and acetic acid (0.5 ml) added, and the mixture shaken between EtOAc and water, washed with NaHCO3 (1 M), brine, dried with MgSO4 and evaporated to yield 1.48 g of crude product which contained ca 20% starting material. Chromatography with EtOAc/cyclohexane yielded 451 mg (54%) N-isopropenyl-2-(trifluoromethyl)benzamide. M.p. 95-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09408392B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-852b128f6ebc43a8b202c8dc2c29f94e |
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| Source note | uspto-grants-2016_08 |
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