Methanol → HCID 23675694, compound

HRID 963585Notes

Reaction equation

HRID 963585 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]([F:24])([CH2:9][CH2:10][C:11]([F:23])([F:22])[C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[C:4]([O:6]CC)=[O:5].[OH-].[Na+:28].O.CO>C(OCC)(=O)C>[F:1][C:2]([F:25])([F:26])[C:3]([F:24])([CH2:9][CH2:10][C:11]([F:22])([F:23])[C:12]([F:20])([F:21])[C:13]([F:18])([F:19])[C:14]([F:15])([F:16])[F:17])[C:4]([O-:6])=[O:5].[Na+:28]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 19082562HCID 19082562, compound

Product 1

HCID 23675694HCID 23675694, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of ethyl 2-trifluoromethyl-2,5,5,6,6,7,7,8,8,8-decafluoro-octanoate (14.8 g, 0.035 mol), sodium hydroxide (1.64 g, 0.041 mol), water (25 mL) and methanol (25 mL) was stirred at ambient temperature for 2 hr and at 60° C. for 2 hr. After cooling, ethyl acetate was added to extract the product. The organic layer was separated, washed with brine, and dried over magnesium sulfate, and then the solvent was removed in vacuo. After drying overnight under high vacuum, the sodium 2-trifluoromethyl-2,5,5,6,6,7,7,8,8,8-decafluorooctanoate salt product, formula above, was obtained as a white to light brown low melting point solid in almost quantitative yield.

Workup

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

Sources & evidence

ORD record
ord-351093b4b6e44f8aaa8066f43ac270bc
Source dataset
uspto-grants-1998_06
Patent number
US05763552

Reaction notes

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