HCID 53684163, compound → HCID 14368066, compound

HRID 2254220Notes

Reaction equation

HRID 2254220 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 palladiumcarbon, 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 palladiumcarbon, and removal of the solvent
  6. distillationby distillation

Sources & evidence

ORD record
ord-0fc6bbb5378748c59e36a207db63889c
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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