HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, azido-, ethyl ester → HCID 89027390, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, azido-, ethyl ester | HCID 69480 | — |
| Reactant | Cyclopropylacetylene | HCID 138823 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 89027390 | HCID 89027390 | 95.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-619a2c7b77cf4046a98c8e0c07448b56 |
| Source note | uspto-grants-2015_10 |