4-Aminophenylacetic acid → p-Aminophenylacetic acid ethyl ester

HRID 2413907Notes

Reaction equation

HRID 2413907 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.Cl.[CH2:13](O)[CH3:14]>>[CH2:13]([O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[CH:7][CH:6]=1)[CH3:14]

Participants

3

Reactant 2

HCID 145334-Aminophenylacetic acidHCID 21887872Ethanol hydrochloride

Product 1

HCID 225219p-Aminophenylacetic acid ethyl ester

Procedure

In 15% hydrogen chloride-ethanol, p-aminophenylacetic acid was refluxed. After removal of ethanol by distillation, the residue was extracted with ethyl acetate and the extract was washed successively with water, saturated sodium bicarbonate solution and water and dried. The ethyl acetate was then distilled off to give p-aminophenylacetic acid ethyl ester.

Workup

  1. customAfter removal of ethanol
  2. distillationby distillation
  3. extractionthe residue was extracted with ethyl acetate
  4. washthe extract was washed successively with water, saturated sodium bicarbonate solution and water
  5. customdried
  6. distillationThe ethyl acetate was then distilled off

Sources & evidence

ORD record
ord-b798654cb9ff4c1e958adcbf0a1a9dfd
Source dataset
uspto-grants-1988_01
Patent number
US04720506

Reaction notes

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