Hexafluoropropylene → HCID 131723223, compound

HRID 1937267Notes

Reaction equation

HRID 1937267 reaction equation
[F-:1].[K+].[Cl:3][C:4]([F:15])([F:14])[C:5](O[C:8](=[O:13])[C:9]([F:12])([F:11])[Cl:10])=[O:6].[F:16][C:17]([F:24])([F:23])[C:18]([F:22])=[C:19]([F:21])[F:20]>COCCOCCOC>[Cl:10][C:9]([C:8]([C:18]([C:19]([F:1])([F:21])[F:20])([C:17]([F:24])([F:23])[F:16])[F:22])=[O:13])([F:11])[F:12].[Cl:3][C:4]([F:15])([F:14])[C:5](=[O:6])[C:18]([F:22])([C:19]([F:1])([F:21])[F:20])[C:17]([F:24])([F:23])[F:16]

Participants

5

Reactant 3

HCID 8302HexafluoropropyleneHCID 76074Acetic acid, chlorodifluoro-, anhydrideHCID 522689Potassium Fluoride

Product 1

HCID 131723223HCID 131723223, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

To a clean dry 600 mL Parr pressure reactor was charged 53.5 g (0.92 mol) of anhydrous potassium fluoride, 150 g of anhydrous diglyme and 150 g of chlorodifluoroacetic anhydride. With the reactor set at 80° C. and 92 psig (5500 torr), 123 g (0.820 mol) of hexafluoropropylene was charged over a 3 hour period at a tank pressure not exceeding 120 psig (7000 torr). Following reaction for ½ hour at 80° C., the reactor contents were allowed to cool and were distilled to obtain 180.6 g of crude material. Upon fractional distillation, acetic acid/KMnO4 treatment and refractionation of the crude material, 46.1 g (26% of theoretical yield) of (CF3)2CFC(O)CF2Cl, a clear colorless liquid, was obtained having a purity of 98.8% as determined by gas chromatography.

Workup

  1. customTo a clean dry 600 mL Parr pressure reactor
  2. customset at 80° C.
  3. customreaction for ½ hour at 80° C.
  4. temperatureto cool
  5. distillationwere distilled

Sources & evidence

ORD record
ord-3dedbb02014d4519a91c1191e761ff3b
Source dataset
uspto-grants-2002_05
Patent number
US06394107B1

Reaction notes

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