HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-Fluoro-4-(1,3-thiazol-4-yl)phenyl-1-ethanone | HCID 22313830 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 4,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedione | HCID 22313801 | 99% |
Reaction Steps
To a stirred solution of 1-[3-fluoro-4-(1,3-thiazol-4-yl)phenyl]-1-ethanone (666 mg, 3.01 mmol), ethyl trifluoroacetate (470 mg, 3.31 mmol) in t-butylmethylether (40 ml) was added sodium methoxide (28 wt.% solution in methanol; 0.8 ml, 3.6 mmol) over 5 minutes, and the mixture was stirred for 20 hours. The mixture was made neutral by addition of 2N HCl, and the whole was extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was used for next reaction without further purification. (1.06 g, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06603008B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-5fd242ef656d47e7b163d9798f9c5395 |
| Source note | uspto-grants-2003_08 |