Sodium Hydroxide → HCID 21482187, compound

HRID 1913429Notes

Reaction equation

HRID 1913429 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:6]=1[NH:13][C:14](=[O:16])[CH3:15].[OH-].[Na+]>CO>[C:14]([NH:13][C:6]1[CH:7]=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:5]=1[CH2:4][C:3]([OH:17])=[O:2])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67406769HCID 67406769, compound

Product 1

HCID 21482187HCID 21482187, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (2-acetylamino-4-methoxy-phenyl)-acetic acid methyl ester (49 mg, 0.21 mmol) in 1.5 mL of methanol was added aqueous 1N NaOH (1.5 mL, 1.5 mmol). The mixture was stirred for 3 h at room temperature. and the pH was adjusted to ˜4 by the addition of Amberlyst 15 ion-exchange resin. After filtration, the filtrate was concentrated to give 46 mg (100%) of 2-acetylamino-4-methoxy-phenyl)-acetic acid which was used without further purification.

Workup

  1. additionand the pH was adjusted to ˜4 by the addition of Amberlyst 15 ion-exchange resin
  2. filtrationAfter filtration
  3. concentrationthe filtrate was concentrated
  4. customto give 46 mg (100%) of 2-acetylamino-4-methoxy-phenyl)-acetic acid which
  5. customwas used without further purification

Sources & evidence

ORD record
ord-cee9b43a01204018923f2a621730042b
Source dataset
uspto-grants-2013_12
Patent number
US08609680B2

Reaction notes

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