HCID 12674909, compound → 5-Ethyl-4-methyl-2-pyrrolidinone

HRID 1779989Notes

Reaction equation

HRID 1779989 reaction equation
[CH3:1][CH:2]([CH:8]([N+:11]([O-])=O)[CH2:9][CH3:10])[CH2:3][C:4](OC)=[O:5]>CCO.O=[Pt]=O>[CH2:9]([CH:8]1[NH:11][C:4](=[O:5])[CH2:3][CH:2]1[CH3:1])[CH3:10]

Participants

4

Reactant 1

HCID 12674909HCID 12674909, compound

Product 1

HCID 184286185-Ethyl-4-methyl-2-pyrrolidinoneYield 61%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 4.0 g (21 mmol) of methyl 3-methyl-4-nitrohexanoate (from step A) in 20 mL of EtOH containing 0.4 g of PtO2 was hydrogenated on a Parr apparatus for 3 days. The catalyst was filtered and washed with EtOH and the filtrate was concentrated. Vacuum distillation of the residue furnished 1.6 g (61%) of the title compound: bp 102°-107° C./2 mm.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with EtOH
  3. concentrationthe filtrate was concentrated
  4. distillationVacuum distillation of the residue

Sources & evidence

ORD record
ord-7a267f5c1d0b4743ad1a1378bb0caa1a
Source dataset
uspto-grants-1997_05
Patent number
US05629322

Reaction notes

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