HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-chloroacetoacetate → Ethyl 2-(2-cyclopropyloxazol-4-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Reactant | Cyclopropanecarboxamide | HCID 80376 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 2-(2-cyclopropyloxazol-4-yl)acetate | HCID 86672106 | 50% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Ethyl 4-chloroacetoacetate (20.0 g, 122.0 mmol) was added to cyclopropanecarboxamide (3.52 g, 41.5 mmol) in toluene (100 mL) and 1,4-dioxane (100 mL). The mixture was refluxed at 120° C. for 17 hours then evaporated in vacuo. The crude solid was purified by silica gel column chromatography eluting with 80:20 petroleum ether: EtOAc to afford the title compound as a white solid (50%, 4.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ef723420f05c47708b6109c3465c35e7 |
| Source note | uspto-grants-2015_10 |