Hydrochloric Acid → 2-Methyl-2-(4-nitrophenoxy)propanoic acid

HRID 1725678Notes

Reaction equation

HRID 1725678 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]([CH3:15])([CH3:14])[C:10]([O:12]C)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].O.[OH-].[Na+].Cl>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]([CH3:15])([CH3:14])[C:10]([OH:12])=[O:11])=[CH:16][CH:17]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 57562956Methyl 2-methyl-2-(4-nitrophenoxy)propanoate

Product 1

HCID 1769302-Methyl-2-(4-nitrophenoxy)propanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(4-nitrophenoxy)isobutyrate (49) was in methanol (50 mL) and water (50 mL) was added sodium hydroxide (5 g) at room temperature. The solution was stirred at room temperature for 30 min, then acidified with 1N HCl aqueous to pH ˜3. The aqueous solution was extracted with ethyl acetate (2×100 mL). The organic layers were combined, dried over anhydrous sodium sulfate and solvent was removed under a reduced pressure to give 2-(4-nitrophenoxy)isobutyric acid (50).

Workup

  1. extractionThe aqueous solution was extracted with ethyl acetate (2×100 mL)
  2. dry with materialdried over anhydrous sodium sulfate and solvent
  3. customwas removed under a reduced pressure

Sources & evidence

ORD record
ord-0a6ebfc7d57f494f81f784c4521c1d03
Source dataset
uspto-grants-2009_02
Patent number
US07491732B2

Reaction notes

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