Gamma-Butyrolactone → Pyrrolidinone, (4-aminophenyl)-

HRID 902186

Reaction equation

HRID 902186 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][CH:2]=1.[O:9]1[CH2:13][CH2:12][CH2:11][C:10]1=O>C([O-])(O)=O.[Na+]>[NH2:7][C:4]1[CH:5]=[CH:6][C:1]([N:8]2[CH2:13][CH2:12][CH2:11][C:10]2=[O:9])=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 7814P-Phenylenediamine

Product 1

HCID 676146Pyrrolidinone, (4-aminophenyl)-

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

800 mg Benzene-1,4-diamine and 600 μl Dihydro-furan-2-one were heated for 1 h to 200° C. under microwave irradiation (200 W, CEM Discover™ apparatus). Finally, 10 mL saturated NaHCO3 solution were added and the mixture was directly purified by chromatography on silica gel eluting with a gradient of DCM/MeOH 100%->50%. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 860 mg.

Workup

  1. customthe mixture was directly purified by chromatography on silica gel eluting with a gradient of DCM/MeOH 100%->50%
  2. additionThe fractions containing the product
  3. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-4327214eb5274d1ea3ad9d089429ea25
Source dataset
uspto-grants-2008_04
Patent number
US07365088B2

Linked notes

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