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

HRID 378568Notes

Reaction equation

HRID 378568 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]

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
  2. additionTo the residue was added 100 ml of water
  3. washthe mixture was washed with benzene
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-23ccee669d674019844fa538b3a998e4
Source dataset
uspto-grants-2000_02
Patent number
US06031102

Reaction notes

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