18-Crown-6 → 2-Bromopentafluoropropene

To a 250 mL 3-necked round bottom flask operating under nitrogen purge, equipped with a water condenser (at about 15-20° C.), stirrer, and fitted with a dry ice trap (at about −78° C.), was added 100 mL aqueous potassium hydroxide (23 wt. %) solution and the crown ether, 18-crown-6, (0.1 g, 0.37 mmol) To this solution at about 20° C., was added CF3CHBrCF2Br (24.6 g, 84 mmol) drop-wise via an addition funnel over a period of about 35 minutes. The dehydrobrominated product, CF3CBr═CF2 (gas chromatograph retention time, 2.0 min), as formed, was continuously collected in the dry ice trap. After complete addition of CF3CHBrCF2Br, the reaction mixture was stirred for an additional 60 minutes. A total of 17.1 g (81 mmol) of CF3CBr═CF2 (96% yield), was collected in the dry ice trap. The structure was confirmed by NMR spectroscopy.

1. customTo a 250 mL 3-necked round bottom flask operating under nitrogen
2. custompurge
3. customequipped with a water condenser (at about 15-20° C.), stirrer
4. customfitted with a dry ice trap (at about −78° C.)
5. additionwas added 100 mL aqueous potassium hydroxide (23 wt. %) solution

ORD record

ord-f0704a89da79454fba251ed4a2cb2f5e

Source dataset

uspto-grants-2003_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06548719B1