Sodium Hydroxide → 2-(4-Acetamidomethylphenyl)-2-methylpropionic acid

HRID 1282119Notes

Reaction equation

HRID 1282119 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:18])([CH3:17])[C:13]([O:15]C)=[O:14])=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[OH-].[Na+]>C(O)C.O>[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:18])([CH3:17])[C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18422995Methyl 2-(4-acetamidomethylphenyl)-2-methylpropionate

Product 1

HCID 184231082-(4-Acetamidomethylphenyl)-2-methylpropionic acidYield 63.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of methyl 2-(4-acetylaminomethylphenyl)-2-methylpropionate (23.47 g) in ethanol (160 ml) was added a solution of sodium hydroxide (7.53 g) in water (94 ml) and the mixture was stirred at 70° C. for 1 hr. The solvent was evaporated, and conc. hydrochloric acid was added. The resulting crystals were collected by filtration to give the title compound (14.0 g) as pale-yellow crystals, m.p.=166-169° C.

Workup

  1. customThe solvent was evaporated
  2. additionconc. hydrochloric acid was added
  3. filtrationThe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-4078af3cf81e49bca100bb6e4b8c5776
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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