Hydrochloric Acid → 2-(4-Aminophenoxy)acetic acid hydrochloride

HRID 83774

Reaction equation

HRID 83774 reaction equation
C([O:3][C:4](=[O:17])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13]C(=O)C)=[CH:9][CH:8]=1)C.[ClH:18]>>[ClH:18].[NH2:13][C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]([OH:17])=[O:3])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 309738Ethyl 2-(4-acetamidophenoxy)acetate

Product 1

HCID 668114882-(4-Aminophenoxy)acetic acid hydrochlorideYield 77.6%

Conditions

Temperature
10 °C

Procedure

(4-Acetylamino-phenoxy)-acetic acid ethyl ester 1 (375 grams, 1.582 mmol), in concentrated Hydrochloric acid (9.36 liters) was refluxed for 12 Hours. Excess concentrated Hydrochloric acid was distilled off in vacuum and filtered hot. The mixture was cooled to 10° C., filtered and dried to give pure 2 (250 g, 77.6%) as a wheat colored powder.

Workup

  1. distillationExcess concentrated Hydrochloric acid was distilled off in vacuum
  2. filtrationfiltered hot
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-9069b2e2cf384531903fee23e517008c
Source dataset
uspto-grants-2014_09
Patent number
US08846845B2

Linked notes

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