HCID 53684163, compound → HCID 14368066, compound

HRID 1030704Notes

Reaction equation

HRID 1030704 reaction equation
[H][H].[OH:3][C:4]1[C:21]([CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])=[C:20]([O:27][CH3:28])[CH:19]=[CH:18][C:5]=1[C:6](=[O:17])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1>[C].[Pd].C(OCC)(=O)C>[OH:3][C:4]1[C:21]([CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])=[C:20]([O:27][CH3:28])[CH:19]=[CH:18][C:5]=1[C:6](=[O:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 53684163HCID 53684163, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14368066HCID 14368066, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 20 ml of an ethyl acetate suspension of 0.3 g of 5% palladiumcarbon, in which hydrogen had been adsorbed in advance, was added 1.0 g of the so-obtained 2'-hydroxy-4,4'-dimethoxy-3'-(3-methyl-2-butenyl) chalcone, and the mixture was stirred at room temperature for 5 hours and hydrogen was absorbed. After the reaction, the suspension was filtered to remove the palladium-carbon, and removal of the solvent by distillation gave 1.0 g (yield=98.7%) of 1-(2-hydroxy-3-isopentyl-4-methoxyphenyl)-3-(4-methoxyphenyl)-1-propanone in the form of a colorless solid.

Workup

  1. customhydrogen was absorbed
  2. customAfter the reaction
  3. filtrationthe suspension was filtered
  4. customto remove
  5. customthe palladium-carbon, and removal of the solvent
  6. distillationby distillation

Sources & evidence

ORD record
ord-ba218ad708b444c1bde4347c8ed0335d
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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