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HCID 86750087, compound → (+)-cis-4-Amino-1-benzyl-3-methyl-2-oxopyrrolidine

HRID 964035
Notes
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Reaction equation

HRID 964035 reaction equation
[CH2:1]([N:8]1[CH2:12][C@H:11]([NH:13]C(OC(C)(C)C)=O)[C@H:10]([CH3:21])[C:9]1=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[NH2:13][C@H:11]1[CH2:12][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9](=[O:22])[C@H:10]1[CH3:21]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 86750087HCID 86750087, compound

Product 1

HCID 68547926(+)-cis-4-Amino-1-benzyl-3-methyl-2-oxopyrrolidine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

In 15 ml of trifluoroacetic acid was dissolved 1.76 g of Compound (44). After 1 hour, the solution was concentrated under reduced pressure. To the residue was added 100 ml of water, and the mixture was washed with benzene. The aqueous layer was adjusted to a pH of 12 with sodium hydroxide and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain the titled compound (45) as a colorless oil.

Workup

  1. concentrationthe solution was concentrated under reduced pressure
  • additionTo the residue was added 100 ml of water
  • washthe mixture was washed with benzene
  • extractionextracted with chloroform
  • dry with materialThe organic layer was dried over anhydrous sodium sulfate
  • customthe solvent was evaporated
  • Sources & evidence

    ORD record
    ord-20cce62618854ea4acacf3fd5d9a7e19
    Source dataset
    uspto-grants-1998_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05767127

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes