Methanol → HCID 23675691, compound

HRID 963583Notes

Reaction equation

HRID 963583 reaction equation
[F:1][C:2]([F:23])([CH2:8][CH2:9][C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[C:3]([O:5]CC)=[O:4].[OH-].[Na+:25].O.CO>C(OCC)(=O)C>[F:1][C:2]([F:23])([CH2:8][CH2:9][C:10]([F:21])([F:22])[C:11]([F:19])([F:20])[C:12]([F:17])([F:18])[C:13]([F:14])([F:15])[F:16])[C:3]([O-:5])=[O:4].[Na+:25]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 12040714HCID 12040714, compound

Product 1

HCID 23675691HCID 23675691, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of ethyl 2,2,5,5,6,6,7,7,8,8,8-undecafluorooctanoate (46.4 g, 0.125 mol), sodium hydroxide (5.11 g, 0.128 mol), water (80 mL) and methanol (80 mL) was stirred at ambient temperature for 2 hr and at 50° C. for 2 hr. After cooling, ethyl acetate was added to extract the product. The organic layer was washed with brine and dried over magnesium sulfate, and then the solvent was removed in vacuo. After drying overnight under high vacuum, 44 g (96% yield) of sodium 2,2,5,5,6,6,7,7,8,8,8-undecafluorooctanoate was obtained as a white solid having a melting point of 155°-157° C.

Workup

  1. temperatureAfter cooling
  2. extractionto extract the product
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed in vacuo
  6. customAfter drying overnight under high vacuum

Sources & evidence

ORD record
ord-b61271d8777240c0beb831e7ea929c6a
Source dataset
uspto-grants-1998_06
Patent number
US05763552

Reaction notes

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