7-Methoxy-3-(4-methoxyphenyl)-3-(2-propenyl)thiochroman-4-one → HCID 18546285, compound

HRID 1267779Notes

Reaction equation

HRID 1267779 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:24])[C:8]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)([CH2:13][CH:14]=[CH2:15])[CH2:9][S:10]2)=[CH:5][CH:4]=1>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:24])[C:8]([C:16]3[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)([CH2:13][CH2:14][CH3:15])[CH2:9][S:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 185462817-Methoxy-3-(4-methoxyphenyl)-3-(2-propenyl)thiochroman-4-one

Product 1

HCID 18546285HCID 18546285, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Pd/C (580 mg) was added to a solution of 7-methoxy-3-(4-methoxyphenyl)-3-(2-propenyl)thiochroman-4-one (1.75 g, 5.14 mmol) in ethyl acetate (20 ml) followed by stirring for 15 hours at room temperature under a hydrogen stream. Pd/C was removed by filtration through cellite and the resulting filtrate was concentrated under reduced pressure to give 7-methoxy-3-(4-methoxyphenyl)-3-propylthiochroman-4-one (1.7 g, Yield 96%).

Workup

  1. customPd/C was removed by filtration through cellite
  2. concentrationthe resulting filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ff0d564f09744372b6a45be97f5cd757
Source dataset
uspto-grants-2003_04
Patent number
US06552068B1

Reaction notes

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