Hydrochloric Acid → 2-(2,4-dichlorophenoxy)-2-methylpropanoic acid

HRID 1754925Notes

Reaction equation

HRID 1754925 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:19])[C:7]([O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])([CH3:9])[CH3:8])C.Cl.O>CO>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[O:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:19])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 682839HCID 682839, compound

Product 1

HCID 2514232-(2,4-dichlorophenoxy)-2-methylpropanoic acidYield 104.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 5 N aqueous NaOH solution (0.83 ml) was added to a solution of 2-(2,4-dichloro-phenoxy)-2-methyl-propionic acid ethyl ester (383 mg, 1.38 mmol) in MeOH (6 ml) at room temperature. The mixture was stirred at room temperature for four hours, and 1 N HCl (4.5 ml) and H2O were then added, followed by extraction with AcOEt (×2). The organic layers were combined and sequentially washed with H2O and saturated brine, and then dried over Na2SO4 and concentrated under reduced pressure to give 2-(2,4-dichloro-phenoxy)-2-methyl-propionic acid (359 mg).

Workup

  1. extractionfollowed by extraction with AcOEt (×2)
  2. washsequentially washed with H2O and saturated brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4803810ea8634178b04e2fe522a87d17
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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