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

HRID 1440969Notes

Reaction equation

HRID 1440969 reaction equation
[F:1][C:2]([F:11])([C:7]([F:10])([F:9])[F:8])[CH:3]=[CH:4][CH2:5][OH:6]>C(OCC)(=O)C.[Pt](=O)=O>[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-olYield 87%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 25 g of 4,4,5,5,5-pentafluoropent-2-en-l-ol (Kitazume, T. and Ishikawa, N., J. Am. Chem. Soc., (1985), p. 5186) in 100 ml of ethyl acetate is shaken with 100 mg of platinum dioxide under a hydrogen atmosphere for 1 hour. Then, the catalyst is filtered off and distilled fractionating. At 133°-135° C. 22 g of 4,4,5,5,5-pentafluoropentanol is obtained with 1H-NMR (CDCl3) δ: 1.86 (m, H2), 2.18 (m, H1) and 3.75 (t, J=6.1 Hz, H1 ) .

Workup

  1. filtrationThen, the catalyst is filtered off
  2. distillationdistilled fractionating
  3. customAt 133°-135° C

Sources & evidence

ORD record
ord-ec497f8335d54d49bd6d1534eba3a026
Source dataset
uspto-grants-1996_03
Patent number
US05502046

Reaction notes

Loading…