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

HRID 2228456Notes

Reaction equation

HRID 2228456 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-d65e097f93674abca697f319e99165bb
Source dataset
uspto-grants-2002_07
Patent number
US06417189B1

Reaction notes

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