Methanol → HCID 69533141, compound

HRID 897169Notes

Reaction equation

HRID 897169 reaction equation
C(O[C:4](=[O:17])[CH2:5][C:6]1([CH2:13][N+]([O-])=O)[CH2:10][C@@H:9]([CH3:11])[C@H:8]([CH3:12])[CH2:7]1)C.[CH3:18]O>[Ni]>[CH3:11][C@H:9]1[C@H:8]([CH3:12])[CH2:7][C:6]2([CH2:5][C:4](=[O:17])[CH2:18][CH2:13]2)[CH2:10]1

Participants

4

Reactant 2

HCID 887MethanolHCID 58718575HCID 58718575, compound

Product 1

HCID 69533141HCID 69533141, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The nitroester (3) (1.14 g, 4.7 mmol) was dissolved in methanol (50 mL) and shaken over Raney nickel catalyst under an atmosphere of hydrogen (40 psi) at 30° C. After 5 hours, the catalyst was removed by filtration through celite. The solvent was removed in vacuo to give 746 mg (95%) of a pale yellow oil which solidified on standing.

Workup

  1. customthe catalyst was removed by filtration through celite
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-c9a86fc9738b46d5afc373b246b72d3a
Source dataset
uspto-grants-2005_07
Patent number
US06921835B2

Reaction notes

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