Potassium Carbonate → Ethyl(3-ethyl-2-oxopyrrolidin-3-yl)acetate

HRID 714801Notes

Reaction equation

HRID 714801 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1([CH2:21][CH3:22])[CH2:10][CH2:9][N:8](CC2C=CC(OC)=CC=2)[C:7]1=[O:20])[CH3:2].[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[Ce].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1([CH2:21][CH3:22])[CH2:10][CH2:9][NH:8][C:7]1=[O:20])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 407333Cerate(2-), hexakis(nitrato-kappaO)-, potassium (1:2), (OC-6-11)-HCID 131734071Ethyl(3-ethyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl)acetate

Product 1

HCID 131734072Ethyl(3-ethyl-2-oxopyrrolidin-3-yl)acetateYield 96.2%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

To a solution of ethyl(3-ethyl-1-(4-methoxybenzyl)-2-oxopyrrolidin-3-yl)acetate (1.5 g) obtained in Step C in a mixed solvent of acetonitrile/water (3/1, 8 mL) was added ammonium hexanitratocerate(IV) (5.2 g), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added potassium carbonate, the solid was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (900 mg).

Workup

  1. customthe solid was removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-6aef85420638446c8434fda7547eb6dc
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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