Ammonia → L-Aspartic Acid

HRID 2119756Notes

Reaction equation

HRID 2119756 reaction equation
[OH-].[NH4+:2].C1(=O)OC(=O)C=C1.[C:10]([OH:17])(=[O:16])/[CH:11]=[CH:12]\[C:13]([OH:15])=[O:14].N>O>[NH2:2][C@H:11]([C:10]([OH:17])=[O:16])[CH2:12][C:13]([OH:15])=[O:14]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 7923Maleic AnhydrideHCID 14923Ammonium HydroxideHCID 444266Maleic Acid2×

Product 1

HCID 5960L-Aspartic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a 250 ml reagent bottle, an amount of 69 ml (0.11 mole) of a 10% solution of concentrated ammonium hydroxide (15.9 M) was slowly added with smooth stirring to 9.8 g (0.1 mole) of maleic anhydride in 18 ml (1 mole) of water at 60° C. The bottle was capped and the solution allowed to react for 2 hours. The anhydride converted to maleic acid in the presence of the water, and the ammonia added across the double bond of maleic acid to form aspartic acid.

Workup

  1. customThe bottle was capped
  2. customto react for 2 hours

Sources & evidence

ORD record
ord-4fe05216fb7e4aea981a01da89645166
Source dataset
uspto-grants-2004_02
Patent number
US06686440B2

Reaction notes

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