Sodium Acetate → HCID 60028532, compound

HRID 1038791Notes

Reaction equation

HRID 1038791 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:17])[CH2:12][CH2:13][C:14]([OH:16])=O)=[CH:6][C:5]=1[C:18]([F:21])([F:20])[F:19])([O-:3])=[O:2].CC([O-])=O.[Na+]>C(OC(=O)C)(=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:11](=[O:17])[CH2:12][CH2:13][C:14]2=[O:16])=[CH:6][C:5]=1[C:18]([F:21])([F:20])[F:19])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 59410119HCID 59410119, compound

Product 1

HCID 60028532HCID 60028532, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 4-(4-nitro-3-(trifluoromethyl)phenylamino)-4-oxobutanoic acid (1.1 g, 3.6 mmol) and NaOAc (1.6 g, 19.7 mmol) in acetic anhydride (15 mL) was stirred for 16 h at 80° C. The reaction was cooled and filtered. The filtrate was diluted with water and extracted with dichloromethane. The combined organic layers were washed with 1 N NaOH, dried over MgSO4, filtered, and concentrated in vacuo to provide 1-(4-nitro-3-(trifluoromethyl)phenyl)pyrrolidine-2,5-dione (0.4 g, 39% yield). M+H m/z 289.1.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. additionThe filtrate was diluted with water
  4. extractionextracted with dichloromethane
  5. washThe combined organic layers were washed with 1 N NaOH
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-91db3ce62a604f09af1f7b1cced0a85c
Source dataset
uspto-grants-2013_10
Patent number
US08552006B2

Reaction notes

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