Triethylamine → HCID 86749079, compound

HRID 2211210Notes

Reaction equation

HRID 2211210 reaction equation
[CH3:1][C:2]1([CH3:17])[C:6](=O)[CH2:5][N:4]([C@@H:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])[C:3]1=[O:16].Cl.[NH2:19][OH:20].C(N(CC)CC)C>C(O)C>[CH3:1][C:2]1([CH3:17])[C:6](=[N:19][OH:20])[CH2:5][N:4]([C@@H:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])[C:3]1=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 15284546HCID 15284546, compound

Product 1

HCID 86749079HCID 86749079, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 100 ml of ethanol was dissolved 11.85 g of 3,3-dimethyl-1-[1-(R)-phenylethyl]-pyrrolidine-2,4-dione. To the solution were added 8 g of hydroxylamine hydrochloride and 45 ml of triethylamine, followed by refluxing for 1 hour. The solvent was removed under reduced pressure, and to the residue was added 300 ml of chloroform. The chloroform solution was washed successively with a 10% citric acid aqueous solution and water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to yield 11.5 g of the titled compound.

Workup

  1. temperatureby refluxing for 1 hour
  2. customThe solvent was removed under reduced pressure
  3. additionto the residue was added 300 ml of chloroform
  4. washThe chloroform solution was washed successively with a 10% citric acid aqueous solution and water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-a5d58708ca544236bf96e775f01f01a9
Source dataset
uspto-grants-1995_10
Patent number
US05463053

Reaction notes

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