Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Iodophenol | HCID 10894 | — |
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 55253204 | HCID 55253204 | — |
Reaction Steps
To a solution of 4-iodophenol (22.3 g) in dimethylformamide (200 ml) were added 19.5 ml of ethyl propiolate and 14.8 g of copper (I) oxide, and the reaction solution was stirred at 110° C. for 15 hours. The reaction solution was cooled and then filtered through Celite, and the filtrate was vacuum-concentrated. The residue obtained was purified by silica gel column chromatography (eluent: hexane/ethyl acetate (4:1)), followed by recrystallization of the purified residue with hexane/ethyl acetate to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367708B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-485ae005c57144b5835bfeb50a0d2a22 |
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| Source note | uspto-grants-2013_02 |
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