Methanol → 2-Methyl-3-oxo-3-(phenylamino)propanoic acid

HRID 1431285Notes

Reaction equation

HRID 1431285 reaction equation
[CH3:1][CH:2]([C:8](=[O:16])[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]([O:5]CC)=[O:4].[OH-].[Na+].O.CO>C1COCC1>[CH3:1][CH:2]([C:8](=[O:16])[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]([OH:5])=[O:4]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 67509027Ethyl 2-methyl-3-oxo-3-(phenylamino)propanoate

Product 1

HCID 126058802-Methyl-3-oxo-3-(phenylamino)propanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to Procedure B using ethyl 2-methyl-3-oxo-3-(phenylamino)-propanoate (8.60 g, 39 mmol) and sodium hydroxide (2.00 g, 50 mmol) in THF (40.00 mL), water (10.00 mL, 555 mmol) and MeOH (10.00 mL) to afford product as a colorless solid, which was used without further purification. Mass Spectrum (ESI) m/e=192.1 [M−1].

Workup

  1. customPrepared
  2. customto afford product as a colorless solid, which
  3. customwas used without further purification

Sources & evidence

ORD record
ord-00730ec492f948fd8708dd1610a637d8
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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