Triethylamine → HCID 19806870, compound
Reaction equation
[F:1][CH2:2][C:3]([CH3:12])([C:8]([F:11])([F:10])[F:9])[C:4]([OH:7])([F:6])[F:5].C(N(CC)CC)C.F[C:21](=[CH2:25])[C:22](F)=[O:23]>C(Cl)(Cl)Cl>[C:22]([O:7][C:4]([F:5])([F:6])[C:3]([CH3:12])([CH2:2][F:1])[C:8]([F:9])([F:10])[F:11])(=[O:23])[CH:21]=[CH2:25]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
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).
Workup
- customInto a 200-ml, four-necked glass flask provided with a thermometer, a dropping funnel, a stirrer and a reflux condenser
- temperaturecooling
- additionAfter addition
- washThe mixture was washed with an aqueous solution of sodium bicarbonate (5%)
- customwith pure water, followed by evaporation
- customto remove chloroform
Sources & evidence
- ORD record
- ord-2ef54f96a25746d2bd46c1ba56d4912b
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05116544
Reaction notes
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