HCID 54342320, compound → 2-butyl-6-methylpyridine

HRID 1720372Notes

Reaction equation

HRID 1720372 reaction equation
[CH:1]([C:5]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][CH:6]=1)=[CH:2][CH2:3][CH3:4].[H][H]>CCOC(C)=O.[Pd]>[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 54342320HCID 54342320, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 2195412-butyl-6-methylpyridineYield 92.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The picoline from Step 1 (970 mg) was hydrogenated for 50 minutes at 20 psi of hydrogen in EtOAc (30 mL) using 5% Pd/C (90 mg) as catalyst. Filtration and concentration in vacuo gave 910 mg of the title compound.

Workup

  1. filtrationFiltration and concentration in vacuo

Sources & evidence

ORD record
ord-868a8e5470cd43d6bd2a89818b392288
Source dataset
uspto-grants-1996_04
Patent number
US05506227

Reaction notes

Loading…