Hydrochloric Acid → 2-(Benzyloxy)-4-chlorobenzoic acid

HRID 660821Notes

Reaction equation

HRID 660821 reaction equation
C([O:8][C:9](=[O:25])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C1C=CC=CC=1.[OH-].[Na+].Cl>CCO>[CH2:18]([O:17][C:11]1[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:10]=1[C:9]([OH:25])=[O:8])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66989997Benzyl 2-(benzyloxy)-4-chlorobenzoate

Product 1

HCID 224521542-(Benzyloxy)-4-chlorobenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-benzyloxy-4-chlorobenzoic acid benzyl ester in EtOH (500 mL) is added 1N NaOH (100 mL) and the mixture is stirred at 60° C. for 24 h. The mixture is allowed to cool to RT and is acidified with 1N HCl. The volume of the solution is reduced to 250 mL and the resulting precipitate is filtered, washed with water and dried to give the title compound as an off-white solid.

Workup

  1. temperatureto cool to RT
  2. filtrationthe resulting precipitate is filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-838b99b9482146618fe143d268dbdd53
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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