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

HRID 2106831Notes

Reaction equation

HRID 2106831 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3](Cl)=[CH:4][C:5]([F:8])([F:7])[F:6].[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

5

Reactant 2

HCID 98152-Chloro-1,1,1,4,4,4-hexafluoro-2-buteneHCID 14797Potassium Hydroxide

Product 1

HCID 678901,1,1,4,4,4-HexafluorobutaneYield 47%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

1,1,1,4,4,4-Hexafluoro-2-chloro-2-butene in 300 ml ethanol was hydrogenated in the presence of potassium hydroxide (12 g) and Raney nickel (25 g) at a temperature of 20° to 100° C. and under a pressure of 20 to 40 bar. The solid constituents were filtered off and the filtrate was extracted with water. The organic phase was separated and purified by distillation, giving 15.5 g (47% of theory) of 1,1,1,4,4,4-hexafluorobutane, boiling point 24°-27° C. at 1013 bar.

Workup

  1. filtrationThe solid constituents were filtered off
  2. extractionthe filtrate was extracted with water
  3. customThe organic phase was separated
  4. distillationpurified by distillation

Sources & evidence

ORD record
ord-dc030f493b004efa8ee0518ef191d7de
Source dataset
uspto-grants-1990_06
Patent number
US04931482

Reaction notes

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