HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Ethyl 2-[4-(trifluoromethoxy)phenyl]-5-thiazolecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminum;lithium | HCID 16211445 | — |
| Reactant | 2-Methylpropyl 2-[4-(trifluoromethoxy)phenyl]-1,3-thiazole-4-carboxylate | HCID 86690477 | — |
| Product | Ethyl 2-[4-(trifluoromethoxy)phenyl]-5-thiazolecarboxylate | HCID 72210048 | — |
Reaction Steps
Lithium aluminum hidride (2.0 M solution in tetrahydrofuran) (2.81 mL) was added to a solution of 2-methylpropyl 2-[4-(trifluoromethoxy)phenyl]-1,3-thiazole-4-carboxylate (881 mg) in tetrahydrofuran (15 mL), and the mixture was stirred at room temperature for 30 min. Sodium sulfate decahydrate was added portionwise and an additional amount of tetrahydrofuran was added, and the mixture was stirred for 1.5 hr. The reaction mixture was filtered through Celite and the solvent was then distilled off under reduced pressure. The resulting residue was purified by column chromatography (NH silica gel cartridge, hexane:ethyl acetate=98:2-25:75) to afford the title compound (361 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729271B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-0f7bc148125247aab3168f8b2eb374f9 |
| Source note | uspto-grants-2014_05 |