HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | 1-(4-Methoxy-3-methylphenyl)ethan-1-one | HCID 24806 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4,4,4-Trifluoro-1-(3-methyl-4-methoxylphenyl)-1,3-butanedione | HCID 11391298 | 62% |
Reaction Steps
To stirred solution of 1-(3-methyl-4-methoxyphenyl)ethanone (3.29 g, 20 mmol) in DME was added ethyl trifluoroacetate (5.68 g, 40 mmol) and sodium methoxide (4.32 g, 80 mmol), and the resulting reaction mixture was stirred at room temperature overnight. EtOAc (200 ml) and water (50 ml) were added, and the pH of the aqueous layer was adjusted to 6 by addition of 1 N HCl solution. The organic layer was washed with brine (50 ml), dried over Na2SO4, and concentrated in vacuo to give the crude product which was recrystallized from isooctane to give the title compound (3.2 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06531492B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-085c6ab1ed834103b05cdb48ea8d3aeb |
| Source note | uspto-grants-2003_03 |