L-Aspartic Acid → Disodium N-acetoacetylaspartate

HRID 1633383Notes

Reaction equation

HRID 1633383 reaction equation
[OH-].[Na+:2].[NH2:3][C@H:4]([C:9]([OH:11])=[O:10])[CH2:5][C:6]([OH:8])=[O:7].[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>O>[C:15]([NH:3][C@H:4]([C:9]([O-:11])=[O:10])[CH2:5][C:6]([O-:8])=[O:7])(=[O:16])[CH2:14][C:13]([CH3:12])=[O:17].[Na+:2].[Na+:2]

Participants

5

Reactant 3

HCID 5960L-Aspartic AcidHCID 12661DiketeneHCID 14798Sodium Hydroxide

Product 1

HCID 86739332Disodium N-acetoacetylaspartate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8.1 parts of sodium hydroxide were dissolved in 100 parts by volume of water and the solution cooled to 0°-5° C. 13.3 parts of L-aspartic acid were added and stirred until all dissolved, then 15.8 parts by volume of diketene were added dropwise over 90 minutes, stirred at 0°-10° C. for an additional 2.5 hours, and filtered. The homogeneous solution was evaporated to dryness under vacuum at 35°-40° C. Disodium N-acetoacetylaspartate was obtained as a white foam.

Workup

  1. temperaturethe solution cooled to 0°-5° C
  2. stirringstirred at 0°-10° C. for an additional 2.5 hours
  3. filtrationfiltered
  4. customThe homogeneous solution was evaporated to dryness under vacuum at 35°-40° C

Sources & evidence

ORD record
ord-d12e04e5329141a4aa55ef0af941de62
Source dataset
uspto-grants-1984_10
Patent number
US04480112

Reaction notes

Loading…