3-Pyridin-4-YL-acrylic acid methyl ester → Methyl 3-(4-pyridyl)propanoate

HRID 248826

Reaction equation

HRID 248826 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:3][CH:2]=1>[Pd].CO>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 981633-Pyridin-4-YL-acrylic acid methyl ester

Product 1

HCID 3704115Methyl 3-(4-pyridyl)propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methyl 3-(4-pyridinyl)propenoate (7.00 grams) and 10% palladium on carbon (1.00 gram) were vigorously stirred in methanol (70 mL) at room temperature under a hydrogen atmosphere for 5 hours. The catalyst was removed by filtration through a filter aide, and the filtrate was evaporated in vacuo. The crude product was purified by distillation in a kugelrohr apparatus. Yield: 5.14 grams (73%). Bp: 125° C. (oven temperature) at 0.6 mm Hg.

Workup

  1. customThe catalyst was removed by filtration through a filter aide
  2. customthe filtrate was evaporated in vacuo
  3. distillationThe crude product was purified by distillation in a kugelrohr apparatus

Sources & evidence

ORD record
ord-b069747be25c4f4e8fd7969622b7dc70
Source dataset
uspto-grants-1993_05
Patent number
US05212169

Linked notes

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