Hydrochloric Acid → HCID 8707043, compound

HRID 1623706Notes

Reaction equation

HRID 1623706 reaction equation
[Li+].[OH-].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])=[C:8]([CH:20]=1)[C:9]([O:11]CC1C=CC=CC=1F)=[O:10].Cl>O1CCCC1.O>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])=[C:8]([CH:20]=1)[C:9]([OH:11])=[O:10]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67107173HCID 67107173, compound

Product 1

HCID 8707043HCID 8707043, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

Solid LiOH (0.24 g, 10.16 mmol) was added to a stirred solution of (2-fluorophenyl)methyl 5-bromo-2-{[(2-fluorophenyl)methyl]oxy}benzoate (may be prepared as described in Description 84; 1 g, 2.03 mmol) in tetrahydrofuran (30 ml) and water (10 ml) in air at room temperature. The reaction mixture was stirred at 70° C. overnight. After cooled to room temperature, the solvent was removed to obtain a solid, which was dissolved in water (20 ml) and stirred in ice-water bath. 1 M HCl (aq) was added to adjust the pH to 4. The solid was filtered and dried in vacuum to yield the title compound as a white solid. 695 mg.

Workup

  1. temperatureAfter cooled to room temperature
  2. customthe solvent was removed
  3. customto obtain a solid, which
  4. filtrationThe solid was filtered
  5. customdried in vacuum

Sources & evidence

ORD record
ord-a68199840a9c4319aee99c2ecf260deb
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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