Sodium Hydroxide → 2-(3-Formylphenoxy)-2-methylpropanoic acid

HRID 1748984Notes

Reaction equation

HRID 1748984 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[O:6][C:7]([CH3:14])([CH3:13])[C:8]([O:10]CC)=[O:9])=[O:2].[OH-].[Na+]>O1CCOCC1>[CH:1]([C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][CH:17]=1)[O:6][C:7]([CH3:14])([CH3:13])[C:8]([OH:10])=[O:9])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18766496Ethyl 2-(3-formylphenoxy)-2-methylpropanoate

Product 1

HCID 219357442-(3-Formylphenoxy)-2-methylpropanoic acidYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The obtained Compound 97b (1.0 eq.) was dissolved in 1,4-dioxane, and 1 N NaOH (1.4 eq.) was added thereto. The reaction mixture was stirred at room temperature, and after a volatile material was evaporated, the residual was distributed between methylene chloride and water. An aqueous layer was acidified by using a 12 N HCl and extracted by using methylene chloride. An organic layer was evaporated to obtain Compound 97d.

Workup

  1. customafter a volatile material was evaporated
  2. extractionextracted
  3. customAn organic layer was evaporated

Sources & evidence

ORD record
ord-5034cea4b38f444da1c139f5321d95ad
Source dataset
uspto-grants-2015_10
Patent number
US09155690B2

Reaction notes

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