Sodium Hydroxide → HCID 23370192, compound

HRID 1901109Notes

Reaction equation

HRID 1901109 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:12]=[C:11]([F:21])[CH:10]=1)C1C=CC=CC=1.[OH-].[Na+]>C1(SC)C=CC=CC=1.C(C(O)=O)(F)(F)F>[F:21][C:11]1[CH:10]=[C:9]([OH:8])[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:12]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67747269HCID 67747269, compound

Product 1

HCID 23370192HCID 23370192, compound

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7520ThioanisoleSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of O-benzyl-3-fluoro-5-(4-pyridyl)phenol (120 mg) in thioanisole (1 mL) and CF3CO2H (0.6 mL) was heated at 80° C. for 1 h. The mixture was cooled to r.t., made basic with 10N NaOH and extracted with Et2O. The organics were washed with NaHCO3, brine, dried (MgSO4) and concentrated. The residue was triturated with hexane to provide the title compound as a solid.

Workup

  1. temperatureThe mixture was cooled to r.t.
  2. extractionextracted with Et2O
  3. washThe organics were washed with NaHCO3, brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-1b487c95e7d44ba286ac192df0211554
Source dataset
uspto-grants-1996_11
Patent number
US05576338

Reaction notes

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