HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-(4-Chloro-1-butenylidene)bis[4-fluorobenzene] | HCID 102392 | — |
| Reactant | 3-Ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane | HCID 19814254 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane | HCID 19814313 | 68.7% |
Reaction Steps
A mixture containing 7.8 g of 3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane, 8.5 ml of anhydrous triethylamine, 80 ml of anhydrous methyl ethyl ketone, 0.3 g of potassium iodide and 16.7 g of 4,4-bis(4-fluorophenyl)-3-butenyl chloride is refluxed under nitrogen while stirring for 15 hours, then the solvent is distilled off under reduced pressure. After adding benzene and water to the residue, the benzene layer is washed with water to neutral, dried over anhydrous magnesium sulfate, filtered through an aluminum oxide bed and evaporated under reduced pressure. After recrystallizing the residue from ethanol, the title product is obtained in 68.7% yield, m.p.: 138°-139° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05132303 |
| Source dataset | uspto-grants-1992_07 |
| ORD ID | ord-f832168ce77745aea9a1bf2969230872 |
| Source note | uspto-grants-1992_07 |