Phenol → 4-Hydroxyphenylglycine

HRID 46940

Reaction equation

HRID 46940 reaction equation
[C:1]([O-:5])(=[O:4])[CH:2]=O.[Na+].C([O-])(=O)C.[NH4+:11].[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>O>[CH:14]1[C:15]([CH:2]([NH2:11])[C:1]([OH:5])=[O:4])=[CH:16][CH:17]=[C:12]([OH:18])[CH:13]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 517165Ammonium AcetateHCID 23662273Sodium glyoxylate

Product 1

HCID 921434-HydroxyphenylglycineYield 50.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

36.9 g of sodium glyoxylate are added to 130 ml of water, and 75 g of ammonium acetate and 60 g of phenol are added thereto under stirring. The mixture is stirred at 30° to 35° C. for 48 hours. After the reaction, the crystalline precipitates are collected by filtration under cooling, and then successively washed with water and methanol. 27.2 g of DL-p-hydroxyphenylglycine are thereby obtained as white crystals.

Workup

  1. additionare added
  2. stirringThe mixture is stirred at 30° to 35° C. for 48 hours
  3. customAfter the reaction
  4. customthe crystalline precipitates
  5. filtrationare collected by filtration
  6. temperatureunder cooling
  7. washsuccessively washed with water and methanol

Sources & evidence

ORD record
ord-2949a0b371134340828328edc977af50
Source dataset
uspto-grants-1979_11
Patent number
US04175206

Linked notes

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