Methanol → Methyl L-ornithine monohydrochloride

HRID 1369668Notes

Reaction equation

HRID 1369668 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-88115d1752654de5bf20c347a08115c0
Source dataset
uspto-grants-2003_06
Patent number
US06579867B2

Reaction notes

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