Hydrochloric Acid → L-Aspartic acid, 1,4-dimethyl ester, hydrochloride (1:1)

HRID 1196149Notes

Reaction equation

HRID 1196149 reaction equation
N[C@H:2](C(O)=O)CC1C=CC=CC=1.[NH2:13][C@H:14]([C:19]([OH:21])=O)[CH2:15][C:16]([OH:18])=[O:17].[ClH:22].[CH3:23][OH:24]>>[ClH:22].[CH3:23][O:24][C:19](=[O:21])[C@H:14]([CH2:15][C:16]([O:18][CH3:2])=[O:17])[NH2:13]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5960L-Aspartic AcidHCID 6140L-Phenylalanine

Product 1

HCID 2734892L-Aspartic acid, 1,4-dimethyl ester, hydrochloride (1:1)

Procedure

The same esterification procedure as in Example 1 was followed with the exception that the L-phenylalanine was replaced with 133.1 g of L-aspartic acid and that 133.1 g of methanol and 64 g of hydrochloric acid were used. Following cooling to deposit the crystals, the latter were collected by filtration and then dried to obtain 160.5 g (78.4 yield) of L-aspartic acid dimethyl ester hydrochloride having a purity of 96.5% and containing 0.2% of water and 2.6% of the total of L-aspartic acid and α- and β-monomethyl esters of L-aspartic acid.

Workup

  1. temperatureFollowing cooling
  2. filtrationthe latter were collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-eb352274c5f545b89d1b6f1a05161ef5
Source dataset
uspto-grants-1992_05
Patent number
US05113009

Reaction notes

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