Ethyl 3-(6-methylpyridin-3-yl)prop-2-enoate → Ethyl 3-(6-methyl-3-pyridyl)propionate

HRID 637917Notes

Reaction equation

HRID 637917 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH:5]=[CH:6][C:7]1[CH:8]=[N:9][C:10]([CH3:13])=[CH:11][CH:12]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][CH2:6][C:7]1[CH:8]=[N:9][C:10]([CH3:13])=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 54365744Ethyl 3-(6-methylpyridin-3-yl)prop-2-enoate

Product 1

HCID 3018102Ethyl 3-(6-methyl-3-pyridyl)propionateYield 91.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

17.8 g (0.092 mole) of 3-(6-methyl-3-pyridyl)-acrylic acid ethyl ester in 100 ml of ethanol are hydrogenated at 40° C./atmospheric pressure in the presence of 1.0 g of palladium/active carbon (10% Pd). On completion of the reaction, the reaction mixture is filtered and the solvent is concentrated in vacuo, leaving 16.2 g (90%) of a colorless oil.

Workup

  1. customare hydrogenated at 40° C.
  2. customOn completion of the reaction
  3. filtrationthe reaction mixture is filtered
  4. concentrationthe solvent is concentrated in vacuo

Sources & evidence

ORD record
ord-ddf2b9c231d74c109bfe921aaa393aa9
Source dataset
uspto-grants-1985_12
Patent number
US04559344

Reaction notes

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