Sodium Hydroxide → HCID 59547997, compound

HRID 1946327Notes

Reaction equation

HRID 1946327 reaction equation
[C:1]1([O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[C:10]([C:18]([F:21])([F:20])[F:19])[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[C:10]([C:18]([F:19])([F:20])[F:21])[CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58438914HCID 58438914, compound

Product 1

HCID 59547997HCID 59547997, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 4-(phenyloxy)-2-(trifluoromethyl)benzoate (for a preparation see Intermediate 34) (0.516 g, 1.74 mmol) in ethanol (17.5 ml), was added a 2 M aqueous sodium hydroxide (1.5 ml). The solution was stirred and left to stand over 3 days. The solvent was removed in vacuo and then water added. The solution was made acidic with dilute aqueous HCl and the resulting white precipitate extracted into chloroform. The phases were separated using a hydrophobic frit. The solvent was removed in vacuo to give the title compound as a white solid (0.508 g); LCMS: (System 4) (M-H)−=281, tRET=2.85 min.

Workup

  1. waitleft
  2. customThe solvent was removed in vacuo
  3. additionwater added
  4. extractionthe resulting white precipitate extracted into chloroform
  5. customThe phases were separated
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-33084f86dd7440adaebadbe95df2c411
Source dataset
uspto-grants-2013_03
Patent number
US08399436B2

Reaction notes

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