Process research on the preparation of 1-(3-trimethylsilylphenyl)-2,2,2-trifluoroethanone by a Friedel-Crafts acylation reaction
Wolf, RA
| HERO ID | 1762619 |
|---|---|
| In Press | No |
| Year | 2008 |
| Title | Process research on the preparation of 1-(3-trimethylsilylphenyl)-2,2,2-trifluoroethanone by a Friedel-Crafts acylation reaction |
| Authors | Wolf, RA |
| Journal | Organic Process Research and Development |
| Volume | 12 |
| Issue | 1 |
| Page Numbers | 23-29 |
| Abstract | Zifrosilone (1-(3-trimethylsilylphenyl)-2 2,2-trifluoroethanone) (3) is a cholinesterase inhibitor that has been studied for the treatment of Alzheimer's disease. Process research has been carried out on a route to convert phenyltrimethylsilane to 3 by Friedel-Crafts acylation using trifluoroacetic anhydride. Kinetics and products analyses suggest that the optimal conditions for this reaction are noncatalytic amounts of aluminum chloride, dichloromethane solvent and as low a temperature as can be practically used in a scaled-up process. Significant separation challenges to isolate 3 from the isomer byproduct 1-(4-trimethylsilylphenyl -2,2,2-trifluoroethanone) (4) remain. These challenges were investigated using vapor-liquid equilibrium studies. |
| Doi | 10.1021/op700199p |
| Wosid | WOS:000252506000002 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Source: Web of Science WOS:000252506000002 |
| Is Public | Yes |