HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → Ethyl 4-methyl-2-(trifluoromethyl)thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Trifluoroethanethioamide | HCID 4425751 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 4-methyl-2-(trifluoromethyl)thiazole-5-carboxylate | HCID 46835627 | — |
Reaction Steps
To a mixture of 2,2,2-trifluoroethanethioamide (200 mg) and t-BuOH (10 mL) was added ethyl 2-chloro-3-oxobutanoate (0.217 mL) at room temperature. The mixture was refluxed for 2 days. After cooling, EtOAc was poured into the mixture, and the mixture was washed successively with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (NH, EtOAc/hexane) to give the title compound (133 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-efea65c911b44c3f9e75c2d061f7696b |
| Source note | uspto-grants-2016_01 |