HCID 14652665, compound → HCID 14652683, compound

HRID 1164823Notes

Reaction equation

HRID 1164823 reaction equation
[CH3:1][C:2]1[C:7](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1>C(O)C.[Pd]>[CH3:1][C:2]1[C:7]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 14652665HCID 14652665, compound

Product 1

HCID 14652683HCID 14652683, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(E)-Methyl 3-(2-methyl-4-phenyl-3-pyridinyl)-2-propenoate (7.10 g, 0.028 mol) was dissolved in 500 ml of ethanol under a nitrogen atmosphere. Palladium on activated charcoal (0.14 g, 10%) was added in one portion. The nitrogen atmosphere was evacuated, and hydrogen was introduced. After vigorous shaking for 40 hours, the reaction mixture was filtered under a stream of nitrogen and evaporated under reduced pressure to yield 7.18 g of methyl 2-methyl-4-phenyl-3-pyridine-propanoate.

Workup

  1. customThe nitrogen atmosphere was evacuated
  2. additionhydrogen was introduced
  3. filtrationthe reaction mixture was filtered under a stream of nitrogen
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-d81ffd07110c4e26aa5361f1b44823c1
Source dataset
uspto-grants-1990_03
Patent number
US04906624

Reaction notes

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