Malonic Acid → 3-Amino-3-(pyridin-3-yl)propanoic acid
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[C:9]([O-:12])(=[O:11])[CH3:10].[NH4+:13].C(O)(=O)CC(O)=O>CC(O)C>[NH2:13][CH:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:10][C:9]([OH:12])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 300 ml of 3-pyridine carboxaldehyde in 3 liters of 2-propanol was added 297 g of ammonium acetate followed by 398 g of malonic acid. The reaction mixture was stirred at reflux for 5 hours. The precipitate was filtered while hot and washed with 2 liters of hot isopropanol. The resulting white solid was then dried to yield 220 g of DL-3-amino-3-(3pyridyl)propionic acid as a white solid.
Workup
- temperatureat reflux for 5 hours
- filtrationThe precipitate was filtered while hot and
- washwashed with 2 liters of hot isopropanol
- customThe resulting white solid was then dried
Sources & evidence
- ORD record
- ord-a8e099d86cbd4ac497632f86c5117a89
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05602155
Reaction notes
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