Hydrochloric Acid → HCID 23136426, compound

HRID 1678598Notes

Reaction equation

HRID 1678598 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:23][CH:24]([CH3:30])[C:25]([O:27]CC)=[O:26])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:11]=1.[OH-].[Na+].Cl>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH2:23][CH:24]([CH3:30])[C:25]([OH:27])=[O:26])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23136447HCID 23136447, compound

Product 1

HCID 23136426HCID 23136426, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 3-{3-fluoro-4-[(3-phenoxybenzyl)oxy]phenyl}-2-methylpropanoate (127 mg, 0.31 mmol), a 2 N aqueous sodium hydroxide solution (1 mL) and ethanol (2 mL) was stirred at 60° C. for 1.5 hours. The reaction solution was ice-cooled and acidified with 1 N hydrochloric acid, and then the solvent was distilled off under reduced pressure. The residue was dissolved in methylene chloride (5 mL), and the mixture was washed with water and saturated brine and dried over magnesium sulfate. The solvent was then distilled off under reduced pressure to give the title compound (93 mg, 78%) as an oily matter.

Workup

  1. temperaturecooled
  2. distillationthe solvent was distilled off under reduced pressure
  3. dissolutionThe residue was dissolved in methylene chloride (5 mL)
  4. washthe mixture was washed with water and saturated brine
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was then distilled off under reduced pressure

Sources & evidence

ORD record
ord-8a26bcb27d6b407a8ae73fa38fabda58
Source dataset
uspto-grants-2011_08
Patent number
US08008525B2

Reaction notes

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