2,2,3,3-Tetrafluoro-1-propanol → 1,1,1,2,3,3-Hexafluoro-3-(2,2,3,3-tetrafluoropropoxy)propane

HRID 539437Notes

Reaction equation

HRID 539437 reaction equation
[OH-].[K+].[F:3][C:4]([F:10])([CH:7]([F:9])[F:8])[CH2:5][OH:6].[F:11][C:12]([F:19])([F:18])[C:13]([F:17])=[C:14]([F:16])[F:15].FF>CCOCC.O>[CH:7]([C:4]([CH2:5][O:6][C:14]([CH:13]([C:12]([F:19])([F:18])[F:11])[F:17])([F:16])[F:15])([F:10])[F:3])([F:9])[F:8]

Participants

7

Reactant 4

HCID 64412,2,3,3-Tetrafluoro-1-propanol2×HCID 8302Hexafluoropropylene2×HCID 14797Potassium HydroxideHCID 24524Fluorine

Product 1

HCID 27822851,1,1,2,3,3-Hexafluoro-3-(2,2,3,3-tetrafluoropropoxy)propaneYield 80%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Into a 3-liter autoclave were poured 84 g (1.35 mol) of KOH, 800 ml of H2O and 600 g (4.5 mol) of 2,2,3,3-tetrafluoropropanol: CHF2CF2CH2OH. Then, 681 g (4.5 mol) of hexafluoropropene: CF2═CFCF3 was introduced thereto. After completion of the reaction, the reaction solution was separated into two layers, and the lower layer was washed with water three times to separate the solution. After that, refining by distillation was carried out, and 1,015 g (3.6 mol) of a fluorine-containing chain ether (B1a): CHF2CF2CH2OCF2CHFCF3 was obtained (yield 80%).

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solution was separated into two layers
  3. washthe lower layer was washed with water three times
  4. customto separate the solution
  5. distillationAfter that, refining by distillation

Sources & evidence

ORD record
ord-74b52a9f326d4f5da2bc9885c1ac9ad5
Source dataset
uspto-grants-2014_10
Patent number
US08871384B2

Reaction notes

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