Methanol → Methyl L-ornithine monohydrochloride

HRID 1841003Notes

Reaction equation

HRID 1841003 reaction equation
[ClH:1].[NH2:2][C@H:3]([C:8]([OH:10])=[O:9])[CH2:4][CH2:5][CH2:6][NH2:7].[CH3:11]O>>[ClH:1].[CH3:11][O:9][C:8](=[O:10])[C@H:3]([CH2:4][CH2:5][CH2:6][NH2:7])[NH2:2]

Participants

3

Procedure

Into a stirred suspension of L-(+)-ornithine hydrochloride (Aldrich) in methanol was bubbled anhydrous hydrochloric acid gas until the solution was saturated. The reaction mixture was capped with a rubber septum and stirring was continued overnight at room temperature. The solvent was then stripped under reduced pressure and the residue triturated with ether. The resulting solid was dried under reduced pressure to afford L-(+)-ornithine methyl ester hydrochloride as a white solid (97% yield).

Workup

  1. customwas bubbled anhydrous hydrochloric acid gas until the solution
  2. customThe reaction mixture was capped with a rubber septum
  3. customthe residue triturated with ether
  4. customThe resulting solid was dried under reduced pressure

Sources & evidence

ORD record
ord-90c1d968571f454da2f1dad246adcedd
Source dataset
uspto-grants-2004_01
Patent number
US06683075B1

Reaction notes

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