Ammonia → 2,3,5-Trimethylpyridine

HRID 2231948Notes

Reaction equation

HRID 2231948 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[C:6](Cl)[N:5]=[C:4]([CH3:10])[C:3]=1[CH3:11].N.[H][H]>C(O)C.[Pd]>[CH3:10][C:4]1[C:3]([CH3:11])=[CH:2][C:7]([CH3:8])=[CH:6][N:5]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 27791392,4-Dichloro-3,5,6-trimethylpyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 127592,3,5-Trimethylpyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

20 g 4,6-dichloro-2,3,5 trimethylpyridine was dissolved in 150 ml ethanol and 1 g 10% Pd/C and 10 ml conc. aqueous ammonia. The hydrogenation was performed at 3 bar for 3 hrs when the calculated amount of hydrogen had been adsorbed. Evaporation of solvent gave the 2,3,5-trimethylpyridine.

Workup

  1. customEvaporation of solvent

Sources & evidence

ORD record
ord-b1bbbf7fd11b48a6b34e18dd717dbbfa
Source dataset
uspto-grants-1988_11
Patent number
US04785113

Reaction notes

Loading…