HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl 3-oxo-9-decenoate | HCID 10036105 | — |
| Reactant | 1,1,1,2,2-Pentafluoro-5-iodopentane | HCID 12017057 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl ester | HCID 23538045 | 59% |
Reaction Steps
On the other hand, to a solution of 3-oxo-dec-9-enoic acid ethyl ester (4.32 g, 20.3 mmol) in THF (15 ml) at 0° C. was added potassium tert-butoxide (2.73 g, 24.3 mmol) This resulting mixture was stirred at room temperature under nitrogen for 30 min. The mixture of 4,4,5,5,5-pentafluoro-iodopentane was added and mixture was refluxed under nitrogen for 2 days, and then poured into H2O. The mixture was extracted with hexane. The organic layer was washed with saturated aqueous NaCl, dried over Na2SO4, filtered, concentrated, and purified by column chromatography (silica gel, 60% CHCl3/hexane) to afford 3-oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl ester (4.46 g, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074819B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-3a47379b3ceb4d8bb2427f79f266f219 |
| Source note | uspto-grants-2006_07 |