3,3-Dimethyl-1-[2-benzylperhydropyridazinyl]pentane-1,2-dione → 3,3-Dimethyl-1-perhydropyridazinylpentane-1,2-dione

HRID 851945

Reaction equation

HRID 851945 reaction equation
[CH3:1][C:2]([CH3:22])([CH2:20][CH3:21])[C:3](=[O:19])[C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][NH:8][N:7]1CC1C=CC=CC=1)=[O:5]>CCO.[Pd]>[CH3:1][C:2]([CH3:22])([CH2:20][CH3:21])[C:3](=[O:19])[C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][NH:8][NH:7]1)=[O:5]

Participants

4

Reactant 1

HCID 184700773,3-Dimethyl-1-[2-benzylperhydropyridazinyl]pentane-1,2-dione

Product 1

HCID 694178043,3-Dimethyl-1-perhydropyridazinylpentane-1,2-dione

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1 g 10% Pd/C was added to a solution of 3,3-dimethyl-1-[2-benzylperhydropyridazinyl] pentane-1,2-dione (7.0 g, 20.2 mmol) in 70 ml EtOH. The mixture was under hydrogenation at room pressure (1 atm) overnight. The product was obtained as white solid after filtering Pd catalyst and concentration (3.8 g, 89%). 1H NMR (CDCl3, 400 MHz): δ 0.88 (t, 3H, J=7.0); 1.19 (s, 6H); 1.65 (m, 4H); 1.79 (m, 2H); 2.85 (m, 2H); 3.42 (m, 1H); 3.56 (m, 1H).

Workup

  1. customwas under hydrogenation at room pressure (1 atm) overnight
  2. customThe product was obtained as white solid
  3. filtrationafter filtering
  4. concentrationPd catalyst and concentration (3.8 g, 89%)

Sources & evidence

ORD record
ord-9b7e691573c14d93926b276928e0a7b2
Source dataset
uspto-grants-2007_08
Patent number
US07253169B2

Linked notes

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