Sulfuric Acid → 2-(4-Phenoxymethylphenoxy)-propionic acid

HRID 917905Notes

Reaction equation

HRID 917905 reaction equation
[O:1]([CH2:8][C:9]1[CH:20]=[CH:19][C:12]([O:13][CH:14]([CH3:18])[C:15](N)=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:22].[OH-].[K+]>C(O)C>[O:1]([CH2:8][C:9]1[CH:20]=[CH:19][C:12]([O:13][CH:14]([CH3:18])[C:15]([OH:22])=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 214211722-(4-Phenoxymethylphenoxy)-propionamide

Product 1

HCID 214211732-(4-Phenoxymethylphenoxy)-propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

One gram of 2-(4-phenoxymethylphenoxy)-propionamide (obtainable from the nitrile with sulfuric acid at 25°) and 2 g. of KOH are refluxed in 40 ml. of ethanol for 3 hours; after evaporation, the mixture is worked up as usual, yielding 2-(4-phenoxymethylphenoxy)-propionic acid.

Workup

  1. customat 25°
  2. customafter evaporation

Sources & evidence

ORD record
ord-d07bb4cece004bb48ede3200afa7e45e
Source dataset
uspto-grants-1976_07
Patent number
US03968143

Reaction notes

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