Hydrochloric Acid → 4-(p-Anilinophenoxy)butyric acid

HRID 2163609Notes

Reaction equation

HRID 2163609 reaction equation
[NH:1]([C:8]1[CH:21]=[CH:20][C:11]([O:12][CH2:13][CH2:14][CH2:15][C:16]([O:18]C)=[O:17])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[NH:1]([C:8]1[CH:21]=[CH:20][C:11]([O:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 22750429Methyl 4-(p-anilinophenoxy)butyrate

Product 1

HCID 227504284-(p-Anilinophenoxy)butyric acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl 4-(p-anilinophenoxy)butyrate prepared by the method of Example 1 was hydrolyzed in a mixture of aqueous potassium carbonate and N,N-dimethylformamide. The reaction mixture was acidified with hydrochloric acid and the solids precipitated thereby were collected and recrystallized from ethanol. The 4-(p-anilinophenoxy)butyric acid thus obtained was a greyish crystalline solid, m.p. 110°-111° C.

Workup

  1. customthe solids precipitated
  2. customthereby were collected
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7626bbdd0d7148c0964a3ba60a9e576b
Source dataset
uspto-grants-1979_01
Patent number
US04136044

Reaction notes

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