Sodium Hydroxide → HCID 57804101, compound

HRID 2102938Notes

Reaction equation

HRID 2102938 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]#[C:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C:9]([F:18])=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:11]=[C:10]([C:12]#[C:13][C:14]([CH3:16])([CH3:15])[CH3:17])[C:9]([F:18])=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57804106HCID 57804106, compound

Product 1

HCID 57804101HCID 57804101, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 2-chloro-5-fluoro-4-(3,3-dimethylbut-1-ynyl)benzoate (6.1 g, 22 mmol) was dissolved in MeOH (30 mL), sodium hydroxide (1.3 g, 33 mmol) (in 20 mL, water) was added and stirred at 60° C. overnight. Solvent was removed, residue was dissolved in water, neutralized by HCl till pH <2, extracted by EtOAc, washed by water, brine and dried over Na2SO4. Product was obtained as a beige solid (3.1 g, 52%).

Workup

  1. customSolvent was removed
  2. dissolutionresidue was dissolved in water
  3. extractionextracted by EtOAc
  4. washwashed by water, brine
  5. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-165a23cc7af44c0094c05412077a0a32
Source dataset
uspto-grants-2009_08
Patent number
US07576099B2

Reaction notes

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