HCID 4275190, compound → HCID 14672108, compound

HRID 2254273Notes

Reaction equation

HRID 2254273 reaction equation
[OH:1][C:2]1[C:19]([CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[C:18]([O:25][CH3:26])[CH:17]=[C:16]([O:27][CH3:28])[C:3]=1[C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1>[Pd].C(OCC)(=O)C>[OH:1][C:2]1[C:19]([CH2:20][CH2:21][CH:22]([CH3:23])[CH3:24])=[C:18]([O:25][CH3:26])[CH:17]=[C:16]([O:27][CH3:28])[C:3]=1[C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 4275190HCID 4275190, compound

Product 1

HCID 14672108HCID 14672108, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Then, 13.05 g of the so-obtained 2'-hydroxy-4,4',6'-trimethoxy-3'-(3-methyl-2-butenyl)chalcone was catalytically reduced by using 410 ml of ethyl acetate and 4.0 g of 5% palladium/carbon according to customary procedures, and after the reaction was conducted for 3 hours, the reaction liquid mixture was filtered, and the solvent was removed from the filtrate by distillation. The obtained residue was recrystallized from methanol to obtain 12.45 g (yield=94.11%) of 1-(2-hydroxy-4,6-dimethoxy-3-isopentylphenyl)-3-(4-methoxyphenyl)-1-propanone in the form of a light-yellow needle.

Workup

  1. customthe reaction liquid mixture
  2. filtrationwas filtered
  3. customthe solvent was removed from the filtrate by distillation
  4. customThe obtained residue was recrystallized from methanol

Sources & evidence

ORD record
ord-0a2e2d97d8a941efae67cbdfa4ca5d38
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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