Perfluoro-2-butanone → HCID 131723633, compound

HRID 1017101Notes

Reaction equation

HRID 1017101 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3](=[O:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6]>N1C=CC=CC=1>[C:2]([C:3]([C:4]([C:5]([F:6])([F:7])[F:8])([F:9])[F:10])=[O:11])([F:13])([F:12])[F:1].[F:1][C:2]([F:12])([F:13])[C:3](=[O:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6]

Participants

3

Reactant 1

HCID 3429852Perfluoro-2-butanone

Product 1

HCID 131723633HCID 131723633, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1341 g of sec-butyl acetate was fluorinated using essentially the same procedure as described in U.S. Pat. No. 5,488,142 (Fall et al.). The resulting perfluorinated ester (688 g) was isolated from the reaction mixture by fractionation. The ester was then decomposed according to the method described by Moore in U.S. Pat. No. 5,466,877 wherein the ester was added dropwise to a 1-liter, 3-neck flask equipped with a magnetic stirrer, dry ice condenser and temperature probe containing 0.5 mL of pyridine. The pot temperature was maintained at about −10° C., during which time the conversion to the ketone occurred. The gaseous ketone product was fractionated to give 435 g. of 1,1,1,3,3,4,4,4-octafluoro-butan-2-one, having a boiling point of 0° C., with purity of 99.7% as determined by gas chromatography and mass spectroscopy.

Workup

  1. customequipped with a magnetic stirrer, dry ice condenser
  2. customto give 435 g

Sources & evidence

ORD record
ord-85775ec79dd3493bbc8169cf4d30a400
Source dataset
uspto-grants-2002_11
Patent number
US06478979B1

Reaction notes

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