3-Cyano-4-isopropyl-heptanoic acid t-butyl ester → 4-(1-Isopropyl-butyl)-2-pyrrolidone

HRID 479077Notes

Reaction equation

HRID 479077 reaction equation
C([O:5][C:6](=O)[CH2:7][CH:8]([C:16]#[N:17])[CH:9]([CH:13]([CH3:15])[CH3:14])[CH2:10][CH2:11][CH3:12])(C)(C)C>CO.[Ni]>[CH:13]([CH:9]([CH:8]1[CH2:16][NH:17][C:6](=[O:5])[CH2:7]1)[CH2:10][CH2:11][CH3:12])([CH3:15])[CH3:14]

Participants

4

Reactant 1

HCID 544091533-Cyano-4-isopropyl-heptanoic acid t-butyl ester

Product 1

HCID 218884264-(1-Isopropyl-butyl)-2-pyrrolidoneYield 102.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

3-Cyano-4-isopropyl-heptanoic acid t-butyl ester (0.8 g, 3.2 mmol) is reduced under 50 psi of H2 in MeOH containing TEA and Ra Ni. When the theoretical amount of H2 is taken up, the catalyst is removed by filtration, and the solvent is evaporated to give 0.6 g (100% yield) of 4-(1-isopropyl-butyl)-2-pyrrolidone as an oil.

Workup

  1. customthe catalyst is removed by filtration
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-735c66c13a324d069ae19dc166790e7e
Source dataset
uspto-grants-2003_11
Patent number
US06642398B2

Reaction notes

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