4,4,5,5,5-Pentafluoropent-2-en-l-ol → 4,4,5,5,5-Pentafluoropentan-1-ol

HRID 651499Notes

Reaction equation

HRID 651499 reaction equation
[F:1][C:2]([F:11])([C:7]([F:10])([F:9])[F:8])[CH:3]=[CH:4][CH2:5][OH:6]>CO.[Ni]>[F:1][C:2]([F:11])([C:7]([F:8])([F:9])[F:10])[CH2:3][CH2:4][CH2:5][OH:6]

Participants

4

Reactant 1

HCID 544526994,4,5,5,5-Pentafluoropent-2-en-l-ol

Product 1

HCID 5479674,4,5,5,5-Pentafluoropentan-1-ol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

10 g of 4,4,5,5,5-pentafluoro-2-penten-1-ol (obtained according to J. Am. Chem. Soc., 107, (1985), 5186-5191: T. Kitazume and N. Ishikawa) is dissolved in 100 cm3 of methanol, and hydrogenation is carried out in the presence of 0.5 g of Raney nickel. The catalyst is filtered, followed by washing with ethanol and after distillation at ordinary pressure, the expected alcohol is collected B.p.: 133° C. nD23: 1.3305

Workup

  1. filtrationThe catalyst is filtered
  2. washby washing with ethanol
  3. distillationafter distillation at ordinary pressure
  4. customthe expected alcohol is collected B.p.: 133° C.

Sources & evidence

ORD record
ord-f7935faee661414b84d620ccdad56409
Source dataset
uspto-grants-2001_08
Patent number
US06281204B1

Reaction notes

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