Lithium Hydroxide → HCID 67107253, compound

HRID 1623712Notes

Reaction equation

HRID 1623712 reaction equation
[Li+].[OH-].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=2)=[C:8]([CH:21]=1)[C:9]([O:11]CC1C=CC(F)=C(F)C=1)=[O:10]>O1CCCC1.O>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=2)=[C:8]([CH:21]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67106784HCID 67106784, compound

Product 1

HCID 67107253HCID 67107253, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

Solid LiOH (0.26 g, 10.86 mmol) was added to a stirred solution of (3,4-difluorophenyl)methyl 5-bromo-2-{[(3,4-difluorophenyl)methyl]oxy}benzoate (may be prepared as described in Description 88; 1.2 g, 2.17 mmol) in tetrahydrofuran (30 ml) and water (10 ml) in air at room temperature. The reaction mixture was stirred at 70° C. overnight. After cooling to room temperature, the solvent was removed. The residue was dissolved in water (20 ml) and stirred in ice-water bath. 1N HCl (aq) was added to the mixture to adjust the pH to 4. The solid was filtered, and dried in vacuo to yield the title compound as a white solid. 730 mg.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed
  3. dissolutionThe residue was dissolved in water (20 ml)
  4. stirringstirred in ice-water bath
  5. addition1N HCl (aq) was added to the mixture
  6. filtrationThe solid was filtered
  7. customdried in vacuo

Sources & evidence

ORD record
ord-7b4c1aad077b40afba07fc90e6f2c98a
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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