Sodium Carbonate → HCID 21326425, compound

HRID 26036Notes

Reaction equation

HRID 26036 reaction equation
Cl.[CH:2]([C@@:4]([C:12]([O:14][CH3:15])=[O:13])([CH2:6][CH2:7][C:8](OC)=[O:9])[NH2:5])=[CH2:3].C(=O)([O-])[O-].[Na+].[Na+]>COCCO>[CH3:15][O:14][C:12]([C:4]1([CH:2]=[CH2:3])[NH:5][C:8](=[O:9])[CH2:7][CH2:6]1)=[O:13]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 86736446Dimethyl 2-vinylglutamate hydrochloride

Product 1

HCID 21326425HCID 21326425, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

Dimethyl 2-vinylglutamate hydrochloride (570 mg, 2 mM), is treated with saturated aqueous sodium carbonate (20 ml) and the resulting mixture extracted with dichloromethane. The organic phase is dried and concentrated to afford the free base which is dissolved in 2-methoxyethanol (20 ml) and heated under reflux for 2 hours. The solvent is then removed in vacuo to afford 5-methoxycarbonyl-5-vinyl-2-pyrrolidone.

Workup

  1. extractionthe resulting mixture extracted with dichloromethane
  2. customThe organic phase is dried
  3. concentrationconcentrated
  4. customto afford the free base which
  5. temperatureheated
  6. temperatureunder reflux for 2 hours
  7. customThe solvent is then removed in vacuo

Sources & evidence

ORD record
ord-22635ebb8a234ac98cbc93bb60fbf43c
Source dataset
uspto-grants-1979_04
Patent number
US04147873

Reaction notes

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