Hydrochloric Acid → (4-Hydroxyphenoxy)acetic acid

HRID 2065435Notes

Reaction equation

HRID 2065435 reaction equation
C[O:2][C:3](=[O:13])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.Cl>[OH-].[Na+]>[OH:12][C:9]1[CH:8]=[CH:7][C:6]([O:5][CH2:4][C:3]([OH:13])=[O:2])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 602731Methyl 2-(4-hydroxyphenoxy)acetate

Product 1

HCID 15881(4-Hydroxyphenoxy)acetic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
90 °C

Procedure

(4-Hydroxy-phenoxy)-acetic acid methyl ester 11 (20 grams, 109.89 mmol) is added to 10% sodium hydroxide solution (100 mL) and heated to 90° C. on water bath for 6 hours. The reaction mixture is cooled to room temperature, and the pH is adjusted to 2 with distilled HCl. Crude 12, is filtered, dried, and can be recrystallised in appropriate solvent.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. filtrationCrude 12, is filtered
  3. customdried
  4. customcan be recrystallised in appropriate solvent

Sources & evidence

ORD record
ord-a88541f69a8547a081566c4b0616154d
Source dataset
uspto-grants-2012_10
Patent number
US08288505B2

Reaction notes

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