HCID 66854350, compound → HCID 49869551, compound

HRID 704964Notes

Reaction equation

HRID 704964 reaction equation
[OH:1][C:2]1[C:10]2[O:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:11](=[O:20])/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1>[Pd].CO>[OH:1][C:2]1[C:10]2[O:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:11](=[O:20])[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1

Participants

4

Reactant 1

HCID 66854350HCID 66854350, compound

Product 1

HCID 49869551HCID 49869551, compoundYield 59.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(E)-1-(4-hydroxybenzo[d][1,3]dioxol-5-yl)-3-(pyridin-2-yl)prop-2-en-1-one (0.5 g, 1.857 mmol) was added to methanol (50 ml) to give a yellow solution. Palladium on carbon (0.05 g) was added. Product was hydrogenated while stirring till conversion was completed (checked by TLC). The reaction mixture was filtered, evaporated and the solid residue was washed with diethylether, and dried to yield 0.3 g (57%) of the title compound.

Workup

  1. customto give a yellow solution
  2. filtrationThe reaction mixture was filtered
  3. customevaporated
  4. washthe solid residue was washed with diethylether
  5. customdried

Sources & evidence

ORD record
ord-9224b33b097a4dfc9e90a7776e8d074b
Source dataset
uspto-grants-2015_11
Patent number
US09173424B2

Reaction notes

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