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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918518Generated: October 26, 2026

Dabco → Ethyl 5-cyclopropylisoxazole-3-carboxylate

https://huagongshe.com/reaction/1918518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantEthyl nitroacetateHCID 69379—
ReactantCyclopropylacetyleneHCID 138823—
SolventEthanolHCID 702—
ProductEthyl 5-cyclopropylisoxazole-3-carboxylateHCID 5525104192.2%

Reaction Steps

A solution of ethynylcyclopropane (0.40 mL; 4.58 mmol), ethyl 2-nitroacetate (1.30 mL; 11.46 mmol), and 1,4-diazobicyclo[2.2.2]octane (DABCO, 0.053 g; 0.458 mmol) in ethanol (3 mL) was irradiated in a microwave oven at 150° C. for 20 min and was then evaporated. The residue was dissolved in ethyl acetate and the solution was washed with water. The organic layer was evaporated and the residue was purified by flash chromatography on silica gel (eluent: 20 to 100% of dichloromethane in heptane) to afford 0.765 g (92%) of ethyl 5-cyclopropylisoxazole-3-carboxylate as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618138B2
Source datasetuspto-grants-2013_12
ORD IDord-de869c4612204377badadd62cb0e5c3d
Source noteuspto-grants-2013_12