2,3-Dichloro-1,1,1,4,4,4-hexafluorobut-2-ene → 1,1,1,4,4,4-Hexafluorobutane

HRID 2106832Notes

Reaction equation

HRID 2106832 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3](Cl)=[C:4](Cl)[C:5]([F:8])([F:7])[F:6].[OH-].[Na+].[H][H]>O1CCCC1.[Pd]>[F:1][C:2]([F:12])([F:11])[CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6]

Participants

6

Reactant 3

HCID 93372,3-Dichloro-1,1,1,4,4,4-hexafluorobut-2-eneHCID 14798Sodium HydroxideHCID 178418361HCID 178418361, compound

Product 1

HCID 678901,1,1,4,4,4-HexafluorobutaneYield 75%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To 1,1,1,4,4,4-hexafluoro-2,3-dichloro-2-butene (23.5 g, 0.1 mole) in 50 ml tetrahydrofuran were added sodium hydroxide (8.5 g) and as catalyst 5% by weight palladium on carbon (3 g). This mixture was hydrogenated with hydrogen at temperatures of 20 to 40° C. under pressures of 20 to 40 bar. The reaction mixture was worked up as in Example B, producing 8.0 g (75% of theory) of 1,1,1,4,4,4-hexafluorobutane.

Sources & evidence

ORD record
ord-87b35fb8d3d147739c82395d90b5af18
Source dataset
uspto-grants-1990_06
Patent number
US04931482

Reaction notes

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