Sodium Hydroxide → 1,1,1,4,4,4-Hexafluorobutane

HRID 2106830Notes

Reaction equation

HRID 2106830 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3](Br)=[C:4](Cl)[C:5]([F:8])([F:7])[F:6].[OH-].[Na+]>O1CCCC1.[Ni]>[F:1][C:2]([F:12])([F:11])[CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 3804140HCID 3804140, compound

Product 1

HCID 678901,1,1,4,4,4-HexafluorobutaneYield 59%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1,1,1,4,4,4-Hexafluoro-2-bromo-3-chloro-2-butene (10 g, 36 mmole) in 50 ml tetrahydrofuran was hydrogenated in the presence of sodium hydroxide (3.0 g) and Raney nickel (5 g) at a temperature of 20° to 40° C. and under a hydrogen pressure of 20 to 40 bar. The reaction mixture was worked up as in Example B, producing 3.5 g (59% of theory) of 1,1,1,4,4,4-hexafluorobutane.

Sources & evidence

ORD record
ord-383a294a029d4590927525520f29b8df
Source dataset
uspto-grants-1990_06
Patent number
US04931482

Reaction notes

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