(+/-)-(3,3-Dimethyl-1-nitromethyl-cyclopentyl)-acetic Acid Ethyl Ester → HCID 21923172, compound

HRID 1244831Notes

Reaction equation

HRID 1244831 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1([CH2:13][N+:14]([O-])=O)[CH2:10][CH2:9][C:8]([CH3:12])([CH3:11])[CH2:7]1)C>[Ni].CO>[CH3:11][C:8]1([CH3:12])[CH2:9][CH2:10][C:6]2([CH2:13][NH:14][C:4](=[O:3])[CH2:5]2)[CH2:7]1

Participants

4

Reactant 1

HCID 54521414(+/-)-(3,3-Dimethyl-1-nitromethyl-cyclopentyl)-acetic Acid Ethyl Ester

Product 1

HCID 21923172HCID 21923172, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The ester 3 (380 mg, 1.6 mmol) and Raney Nickel (1 g) were suspended in methanol (75 mL) and shaken under a hydrogen atmosphere for 24 hours. The catalyst was removed by filtration, the filtrate concentrated to give the lactam 4 (246 mg, 94%) as a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-a4328a571a1649658258e77b5f7d3282
Source dataset
uspto-grants-2006_10
Patent number
US07122678B2

Reaction notes

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