Sodium Hydroxide → 7-(3,5-Bis(trifluoromethyl) phenoxy) heptanoic acid

HRID 1363875Notes

Reaction equation

HRID 1363875 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[C:5]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15]CC)=[O:14].[OH-].[Na+]>C(O)C>[F:1][C:2]([F:25])([F:26])[C:3]1[CH:4]=[C:5]([CH:18]=[C:19]([C:21]([F:23])([F:24])[F:22])[CH:20]=1)[O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86620562Ethyl 7-(3,5-bis(trifluoromethyl)phenoxy)heptanoate

Product 1

HCID 866205637-(3,5-Bis(trifluoromethyl) phenoxy) heptanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 7-(3,5-bis(trifluoromethyl)phenoxy)heptanoate was added to 95% ethanol and dissolved by reflux. The solution was then added with sodium hydroxide and further refluxed. The resulting crystals were filtered, washed with ethanol, and then added with dichloromethane and 1N hydrochloric acid. The solution was extracted twice with dichloromethane. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed and the residue was purified by silica gel column chromatography to obtain 7-(3,5-bis(trifluoromethyl) phenoxy) heptanoic acid.

Workup

  1. dissolutiondissolved
  2. temperatureby reflux
  3. filtrationThe resulting crystals were filtered
  4. washwashed with ethanol
  5. additionadded with dichloromethane and 1N hydrochloric acid
  6. extractionThe solution was extracted twice with dichloromethane
  7. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  8. customthe solvent was removed
  9. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-3296fdb9656e41619f7cbfa74f7bfa1b
Source dataset
uspto-grants-2011_02
Patent number
US07887835B2

Reaction notes

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