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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58531Generated: October 25, 2026

Dabco → Ethyl 5-cyclopropylisoxazole-3-carboxylate

https://huagongshe.com/reaction/58531

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 numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-9e524bd03fb64855931146cbd86ab99c
Source noteuspto-grants-2016_09