Hydrochloric Acid → N-Methyl-L-alanine methyl ester hydrochloride (1:1)

HRID 2163812Notes

Reaction equation

HRID 2163812 reaction equation
[CH3:1][NH:2][C@H:3]([C:5]([OH:7])=[O:6])[CH3:4].[ClH:8].[CH:9]([O-])([O-])OC>CO>[ClH:8].[CH3:9][O:6][C:5](=[O:7])[C@H:3]([CH3:4])[NH:2][CH3:1]

Participants

5

Procedure

In 600 ml of methanol was suspended 53.5 g (0.52 mol) of N-methyl-L-alanine and under ice-cooling and stirring, 75 g of dry hydrogen chloride gas was dissolved. The suspension of the starting material cleared gradually with reaction time and, on stirring overnight, yielded a homogeneous solution. To the reaction mixture was added 85 g (0.8 mol) of methyl orthoformate and the mixture was allowed to stand at room temperature for 24 hours. The small quantities of insolubles were filtered off and the filtrate was concentrated under reduced pressure. By the above procedure was obtained a solid product of N-methyl-L-alanine methyl ester hydrochloride.

Workup

  1. temperatureunder ice-cooling
  2. additionThe suspension of the starting material
  3. customcleared gradually with reaction time
  4. stirringon stirring overnight
  5. customyielded a homogeneous solution
  6. filtrationThe small quantities of insolubles were filtered off
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-365363291fbe4ff785606ffb347d91a6
Source dataset
uspto-grants-1979_01
Patent number
US04137230

Reaction notes

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