Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Bromo-4'-methylacetophenone | HCID 69272 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Solvent | N,N-Diethylaniline | HCID 7061 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 18476298 | HCID 18476298 | — |
Reaction Steps
To a stirred solution of 5.3 g (30 mmol) of 4-trifluoromethoxyaniline in 8 ml of N,N-diethylaniline was added dropwise at 165° C. a solution of 4.3 g of 4-methylphenacyl bromide in 7.5 ml of xylene. It was heated at 165° C. for 3 h. The mixture was cooled followed by addition of 50 ml of ethyl acetate. It was washed with 2N hydrochloric acid, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified via repeated column chromatography on silica gel using a hexane dichloromethane gradient (100:0 to 50:50). The title compound thus obtained was recrystallized from hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410562B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-eede3d8a353b4546b4af70361fda20d9 |
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| Source note | uspto-grants-2002_06 |
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