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

HRID 1098698

Reaction equation

HRID 1098698 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-1e4f733c5ee44033a8ef14b4a58c4c49
Source dataset
uspto-grants-2012_03
Patent number
US08143325B2

Linked notes

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