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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753083Generated: October 26, 2026

Ethyl 4-chloroacetoacetate → Ethyl 2-(2-cyclopropyloxazol-4-yl)acetate

https://huagongshe.com/reaction/1753083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chloroacetoacetateHCID 69484—
ReactantCyclopropanecarboxamideHCID 80376—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 2-(2-cyclopropyloxazol-4-yl)acetateHCID 8667210650%

Reaction Conditions

Temperature120 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163021B2
Source datasetuspto-grants-2015_10
ORD IDord-ef723420f05c47708b6109c3465c35e7
Source noteuspto-grants-2015_10