HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-METHYLACETOPHENONE → 4,4,4-Trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-METHYLACETOPHENONE | HCID 8500 | — |
| Reactant | Lithium hydride | HCID 62714 | — |
| Reactant | 2,2,2-Trifluoro-3'-(trifluoromethyl)acetophenone | HCID 136559 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 4,4,4-Trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-one | HCID 86643379 | 97.2% |
Reaction Steps
A solution of 2,2,2-trifluoro-1-[3-(trifluoromethyl)-phenyl]ethanone (3.0 g), 4-methylacetophenone (1.1 g) and lithium hydride (0.13 g) in tetrahydrofuran (30 mL) was stirred for 3 hours at 60° C. After the reaction solution was diluted with t-butylmethylether, the solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel chromatography to yield 4,4,4-trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-one (3.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372867B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-96b2ea78106642a58b9b8b44317b6dac |
| Source note | uspto-grants-2013_02 |