Methanol → Methyl Aminolevulinate Hydrochloride

HRID 1959156Notes

Reaction equation

HRID 1959156 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4](=[O:10])[CH2:5][CH2:6][C:7]([OH:9])=[O:8].[CH3:11]O>Cl>[ClH:1].[NH2:2][CH2:3][C:4](=[O:10])[CH2:5][CH2:6][C:7]([O:9][CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 887MethanolHCID 123608Aminolevulinic Acid Hydrochloride

Product 1

HCID 157921Methyl Aminolevulinate Hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Conditions

Temperature
60 °C

Procedure

To a 500 ml glass reactor containing 200 ml methanol, was added 1 gram 5-amino-levulinic acid hydrochloride and 1 drop conc. HCl. The reaction mixture was then stirred overnight at 60° C. The progress of the esterification was followed by 1H-NMR. Excess methanol was removed by distillation, and the product further dried, under vacuum at 30-40° C., giving methyl 5-aminolevulinate hydrochloride. The structure was confirmed by 1H-NMR in DMSO-d6.

Workup

  1. customExcess methanol was removed by distillation

Sources & evidence

ORD record
ord-e321be550e3e40e9bf421ebd261270e6
Source dataset
uspto-grants-2013_04
Patent number
US08410172B2

Reaction notes

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