Sodium Hydroxide → Ethyl 2-(4-formylphenoxy)-2-methylpropanoic acid

HRID 338796Notes

Reaction equation

HRID 338796 reaction equation
[CH:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11]CC)=[O:10])=[CH:5][CH:4]=1)=[O:2].[OH-].[Na+].O1CCO[CH2:22][CH2:21]1>>[CH2:21]([CH2:15][C:8]([O:7][C:6]1[CH:5]=[CH:4][C:3]([CH:1]=[O:2])=[CH:17][CH:16]=1)([CH3:14])[C:9]([OH:11])=[O:10])[CH3:22]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 13134808Ethyl 2-(4-formylphenoxy)-2-methylpropanoate

Product 1

HCID 86709921Ethyl 2-(4-formylphenoxy)-2-methylpropanoic acidYield 99%

Procedure

The obtained Compound 97a (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 water layer was acidified by using a 12 N HCl and extracted by using methylene chloride. An organic layer was evaporated to obtain Compound 97c.

Workup

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

Sources & evidence

ORD record
ord-914cbcd3ec334c73aaf85ad7eac70ca6
Source dataset
uspto-grants-2014_11
Patent number
US08889881B2

Reaction notes

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