Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Propenoyl fluoride, 2-fluoro- | HCID 9812755 | — |
| Reactant | HCID 54281082 | HCID 54281082 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 19806870 | HCID 19806870 | 76.7% |
Reaction Steps
Into a 200-ml, four-necked glass flask provided with a thermometer, a dropping funnel, a stirrer and a reflux condenser were placed 58.83 g (0.3 mol) of hexafluoroneopentyl alcohol, 30.36 g (0.3 mol) of triethylamine and 50 g of chloroform. Subsequently, to the mixture was added dropwise 30.37 g (0.33 mol) of 2-fluoroacrylic fluoride at a temperature of up to 10° C. with ice-cooling. After addition, the mixture was stirred at room temperature for 30 minutes. The mixture was washed with an aqueous solution of sodium bicarbonate (5%) and then with pure water, followed by evaporation to remove chloroform, producing hexafluoroneopentyl acrylate. The amount of the obtained product was 67.17 g and the yield was 76.7%. To the product was further added 0.1 g of t-butyl catechol as a polymerization inhibitor and the mixture was distilled under reduced pressure for purification. The boiling point was 55° to 56° C./20 mm·Hg. The identification was performed with 1H-NMR spectrum, 19 F-NMR spectrum and 13C-NMR spectrum (in every case, sovent: acetone-d6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05116544 |
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| Source dataset | uspto-grants-1992_05 |
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| ORD ID | ord-2ef54f96a25746d2bd46c1ba56d4912b |
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| Source note | uspto-grants-1992_05 |
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