2-Chloro-1,1,1,4,4,4-hexafluoro-2-butene → 1,1,1,4,4,4-Hexafluorobutane

HRID 2106828Notes

Reaction equation

HRID 2106828 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3](Cl)=[CH:4][C:5]([F:8])([F:7])[F:6].FF.[H][H].[OH-].[K+]>C(O)C.[Ni]>[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6]

Participants

7

Procedure

1,1,1,4,4,4-Hexafluoro-2-chloro-2-butene (40 g) (prepared according to the method described by J. H. Babcock et al in Preparation, Properties, and Technology of Fluorine and Organic Flyoro Compounds, eds. C. Slesser and S. R. Schram (New York , Toronto, London: McGraw-Hill Book Company, Inc., 1951) at p. 817) in 300 ml ethanol was hydrogenated in a stainless steel autoclave with hydrogen for 3 hours at 20° C. and for 1 hour at 100° C. in the presence of potassium hydroxide (12 g) and Raney nickel (25 g). The pressure was in the range from 30 to 40 bar. The solid constituents were separated from the reaction mixture by filtration and the filtrate was distilled to give 16 g of 1,1,1,4,4,4-hexafluorobutane, boiling point 25°-30° C. at 1013 mbar. The mass spectrum showed an m+ /e of 166.

Workup

  1. customThe solid constituents were separated from the reaction mixture by filtration
  2. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-3510c38d1af84245a5119eedfa138f0e
Source dataset
uspto-grants-1990_06
Patent number
US04931482

Reaction notes

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