Hydrochloric Acid → Aspartame

HRID 1580545Notes

Reaction equation

HRID 1580545 reaction equation
[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])[CH2:3][C:4](=[O:6])[OH:5].Cl.[CH3:22]O>>[CH3:22][O:19][C:18](=[O:20])[C@H:10]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH:9][C:7](=[O:8])[C@H:2]([CH2:3][C:4](=[O:5])[OH:6])[NH2:1]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 93078L-Aspartyl-L-phenylalanine2×

Product 1

HCID 134601Aspartame

Procedure

A solution of 1.86 g. of α-L-aspartyl-L-phenylalanine, 2.9 ml. of 2.6 N hydrochloric acid in methanol and 7.2 ml. of methanol was stirred at 30°C. for 2 hours. The resulting yields, based on the initial charge of α-L-aspartyl-L-phenylalanine, are as follows (by TLC):

Workup

  1. customThe resulting yields

Sources & evidence

ORD record
ord-85e7a227f1444ab2a8e6a4b216bc68a2
Source dataset
uspto-grants-1976_01
Patent number
US03933781

Reaction notes

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