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

HRID 1449333Notes

Reaction equation

HRID 1449333 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-437a1722d06f455f90f94d9440a93a31
Source dataset
uspto-grants-1980_02
Patent number
US04190580

Reaction notes

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