Ornithine hydrochloride → L-(-)-Ornithine
Reaction equation
Cl.[NH2:2][C@H:3]([C:8]([OH:10])=[O:9])[CH2:4][CH2:5][CH2:6][NH2:7].[OH-].[Ca+2].[OH-]>C(O)C>[NH2:2][C@H:3]([C:8]([OH:10])=[O:9])[CH2:4][CH2:5][CH2:6][NH2:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
1 part L-ornithine hydrochloride by mole was suspended in about 10.6 parts ethanol. Subsequently, the reaction mass (suspension) was heated to about 50° C. and about 0.5 part calcium hydroxide by mole was added. The reaction mass was stirred for about 1.5 hours. The free L-ornithine base was isolated by filtration and washed with ethanol. The filtered solid was dissolved in water and phenyl acetic acid (1.0 equivalent) in isopropanol was added dropwise to the aqueous L-ornithine solution at room temperature. After at least 30 minutes stirring at room temperature, IPA was added to precipitate the final product. The final product was isolated, washed, and dried. Yield: 43.95%.
Sources & evidence
- ORD record
- ord-30972ea59e274bce811ec3d335fcf5a7
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260379B2
Reaction notes
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