Sodium Hydroxide → HCID 67005012, compound

HRID 563881Notes

Reaction equation

HRID 563881 reaction equation
[CH3:1][S:2][CH:3]([O:11][C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=1)[C:4]([O:6]C(C)(C)C)=[O:5].[OH-].[Na+]>CO.O>[CH3:1][S:2][CH:3]([O:11][C:12]1[CH:13]=[C:14]([Cl:19])[CH:15]=[C:16]([Cl:18])[CH:17]=1)[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67004755HCID 67004755, compound

Product 1

HCID 67005012HCID 67005012, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the product of Step 1 (0.2 g) in methanol (3 ml) at ambient temperature was added a solution of sodium hydroxide (0.050 g) in water (1 ml). The reaction was stirred for 2 hours, the solvent evaporated then water and ethyl acetate were added. The aqueous phase was separated, acidified with dilute aqueous hydrochloric acid then extracted with ethyl acetate. The organic phases were combined, dried over magnesium sulphate, filtered and evaporated to give 2-methylthio-2-(3,5-dichlorophenoxy)acetic acid as a pale yellow gum (0.153 g) that was used in the next step without further purification.

Workup

  1. customthe solvent evaporated
  2. additionwater and ethyl acetate were added
  3. customThe aqueous phase was separated
  4. extractionthen extracted with ethyl acetate
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-3ce419adb2a64c0495a113c993457fef
Source dataset
uspto-grants-2011_11
Patent number
US08067592B2

Reaction notes

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