Methanol → HCID 21490914, compound

HRID 1973896Notes

Reaction equation

HRID 1973896 reaction equation
Cl[C:2]1[C:7]([CH2:8][CH2:9][CH2:10][CH3:11])=[C:6]([O:12][CH3:13])[N:5]=[C:4]([C:14]([OH:16])=[O:15])[CH:3]=1.[H][H].[CH3:19]O>[Pd]>[CH3:19][O:16][C:14]([C:4]1[CH:3]=[CH:2][C:7]([CH2:8][CH2:9][CH2:10][CH3:11])=[C:6]([O:12][CH3:13])[N:5]=1)=[O:15]

Participants

5

Reactant 3

HCID 887MethanolHCID 21490920HCID 21490920, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21490914HCID 21490914, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2.43 g (0.01 mol) of 4-chloro-5-n-butyl-6-methoxy-2-picolinic acid dissolved in 50 ml of methanol are hydrogenated in the presence of 300 mg of 5% strength palladium on charcoal. After the calculated amount of hydrogen has been taken up, the catalyst is filtered off and the filtrate is evaporated to dryness. Distillation of the residue in a bulb tube in a high vacuum at 120° yields 2-methoxycarbonyl-5-butyl-6-methoxy-pyridine of the formula ##STR14##

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated to dryness
  3. distillationDistillation of the residue in a bulb tube in a high vacuum at 120°

Sources & evidence

ORD record
ord-6dfe2f2b40824ea4b44d563ecfe028eb
Source dataset
uspto-grants-1976_12
Patent number
US03998955

Reaction notes

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