Sodium Hydroxide → 4-Acetamido-5-chloro-2-methoxybenzoic acid

HRID 458134Notes

Reaction equation

HRID 458134 reaction equation
[C:1]([NH:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[C:7]([O:16][CH3:17])[CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+]>>[C:1]([NH:4][C:5]1[C:14]([Cl:15])=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[C:7]([O:16][CH3:17])[CH:6]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 77721Methyl 4-acetamido-5-chloro-2-methoxybenzoate

Product 1

HCID 109884964-Acetamido-5-chloro-2-methoxybenzoic acid

Procedure

Methyl 4-acetamido-5-chloro-2-methoxybenzoate is stirred with aqueous sodium hydroxide until complete solution is achieved. After filtration, concentrated hydrochloric acid is added, whereupon, the product precipitates out as a white solid which is filtered off, washed and dried. 4-Acetamido-5-chloro-2-methoxybenzoic acid is crystallised from isopropanol, filtered off, washed and dried.

Workup

  1. filtrationAfter filtration, concentrated hydrochloric acid
  2. additionis added
  3. customwhereupon, the product precipitates out as a white solid which
  4. filtrationis filtered off
  5. washwashed
  6. customdried
  7. custom4-Acetamido-5-chloro-2-methoxybenzoic acid is crystallised from isopropanol
  8. filtrationfiltered off
  9. washwashed
  10. customdried

Sources & evidence

ORD record
ord-8a0bdea1b1f342208709bca597f240c8
Source dataset
uspto-grants-2007_03
Patent number
US07189852B2

Reaction notes

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