HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[1-(5-Methyl-2-thienyl)ethylidene]-2-(trifluoromethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Trifluoromethyl)aniline | HCID 6922 | — |
| Reactant | 2-Acetyl-5-methylthiophene | HCID 83655 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-[1-(5-Methyl-2-thienyl)ethylidene]-2-(trifluoromethyl)aniline | HCID 19087626 | 88% |
Reaction Steps
A solution of 2-(trifluoromethyl)aniline (4.0 q, 25 mmol), 2-acetyl-5-methylthiophene (4.4 g, 31 mmol), and p-toluenesulfonic acid (50 mg) in toluene (30 mL) was heated under reflux with azeotropic removal of water for 10 hours. Then the mixture was concentrated on a rotary evaporator, and the oily residue was distilled under reduced pressure to give 6.2 g (88%) of ketimine 12q as an oil (bp 128°-130° C./0.3 mm Hg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05304554 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-27bb968237f544e09926f679c6f73f35 |
| Source note | uspto-grants-1994_04 |