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

HRID 130569Notes

Reaction equation

HRID 130569 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-ac103392afc0424c88dd3b2a45bffe4b
Source dataset
uspto-grants-2008_06
Patent number
US07381747B2

Reaction notes

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