Hydrochloric Acid → Phenylacetic Acid

HRID 428003Notes

Reaction equation

HRID 428003 reaction equation
[OH-].[Na+].CC(=NOC[O:15][C:16](=[O:24])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)C1C=CC(Cl)=CC=1.Cl>CO>[C:18]1([CH2:17][C:16]([OH:24])=[O:15])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131722968HCID 131722968, compound

Product 1

HCID 999Phenylacetic AcidYield 193.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N sodium hydroxide solution (10 ml) was added to a solution of ethyl (E)-α-methoxy-2-((α-methyl-4-chlorobenzylideneaminooxymethyl)phenylacetate (0.70 g, 1.9 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 2 hours. The mixture was adjusted to pH 4 with 1N hydrochloric acid, extracted with methylene chloride and dried over anhydrous magnesium sulfate. Evaporation of the solvent gave the desired compound (E)-α-methoxy-2-α-methyl-4-chlorobenzylideneaminooxymethyl)phenylacetic acid (0.50 g, 77%) as an oil.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-d1bdf018749c4ed082a601f97188e411
Source dataset
uspto-grants-2001_11
Patent number
US06313150B1

Reaction notes

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