Glyoxylic Acid → 4-Hydroxyphenylglycine
Reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=O.C([O-])(=O)C.[NH4+:10].[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O>[CH:13]1[C:14]([CH:2]([NH2:10])[C:1]([OH:5])=[O:4])=[CH:15][CH:16]=[C:11]([OH:17])[CH:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
30 g of an aqueous 40% glyoxylic acid solution are added to 70 ml of water, and 37.5 g of ammonium acetate and 22.5 g of phenol are added thereto under stirring. The mixture is stirred at room temperature for 41 hours. The crystalline precipitates are collected by filtration under cooling, and then successively washed with water and methanol. 7.8 g of DL-p-hydroxyphenylglycine are thereby obtained as white crystals. Yield: 28.9%, M.p. 225°-228° C. (decomp.).
Workup
- additionare added
- stirringThe mixture is stirred at room temperature for 41 hours
- customThe crystalline precipitates
- filtrationare collected by filtration
- temperatureunder cooling
- washsuccessively washed with water and methanol
Sources & evidence
- ORD record
- ord-4a71fba6378949a183990fe45aff8c26
- Source dataset
- uspto-grants-1979_11
- Patent number
- US04175206
Reaction notes
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