Acetic Acid → HCID 15549841, compound

HRID 844224Notes

Reaction equation

HRID 844224 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5].[N+:10]([C:13]1[CH:14]=[C:15]2[C:20](=[O:21])OC(=O)[C:16]2=[CH:22][CH:23]=1)([O-:12])=[O:11].[C:24](O)(=O)C>>[N+:10]([C:13]1[CH:23]=[CH:22][CH:16]=[C:15]2[C:14]=1[CH2:24][N:1]([CH:2]([CH2:3][C:4]([OH:6])=[O:5])[C:7]([OH:9])=[O:8])[C:20]2=[O:21])([O-:12])=[O:11]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 5960L-Aspartic AcidHCID 2309764-Nitrophthalic acid anhydride

Product 1

HCID 15549841HCID 15549841, compound

Procedure

A mixture of aspartic acid (10 mmol) and 4-nitrophthalic anhydride (10 mmol) in 20 mL of acetic acid is heated to reflux. The cooled reaction is then concentrated in vacuo. The residue is slurried in ethyl acetate and the resulting slurry filtered to afford the desired product. As an alternative to slurry filtering, simulated moving bed chromatography can be used to purify the desired product.

Workup

  1. temperatureis heated to reflux
  2. customThe cooled reaction
  3. concentrationis then concentrated in vacuo
  4. filtrationthe resulting slurry filtered

Sources & evidence

ORD record
ord-3eb73e80e48a4356bd0a228846d63ecf
Source dataset
uspto-grants-2002_04
Patent number
US06380239B1

Reaction notes

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