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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753085Generated: October 28, 2026

Acetic acid, azido-, ethyl ester → HCID 89027390, compound

https://huagongshe.com/reaction/1753085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, azido-, ethyl esterHCID 69480—
ReactantCyclopropylacetyleneHCID 138823—
CatalystTriethylamineHCID 8471—
CatalystCopper iodideHCID 83717—
SolventAcetonitrileHCID 6342—
ProductHCID 89027390HCID 8902739095.4%

Reaction Steps

Cyclopropylacetylene (15 g, 0.116 mol), ethyl azidoacetate (11.5 g, 0.174 mol), triethylamine (0.32 mL, 2.33 mmol) and copper iodide (442 mg, 2.33 mmol) in acetonitrile (100 mL) were stirred at 25° C. for 18 hours. The mixture was evaporated in vacuo and the residue was partitioned between water (100 mL) and ethyl acetate (100 mL). The organic phase was dried over sodium sulfate, evaporated in vacuo and purified by silica gel column chromatography eluting with EtOAc: Hexane 40: 60 to afford the title compound as a colorless liquid (95%, 21.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163021B2
Source datasetuspto-grants-2015_10
ORD IDord-619a2c7b77cf4046a98c8e0c07448b56
Source noteuspto-grants-2015_10