1,3-Bis(4-methylphenyl)prop-2-en-1-one → 1-Methyl-4-[3-(4-methylphenyl)propyl]benzene

HRID 234071

Reaction equation

HRID 234071 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=O)=[CH:4][CH:3]=1>C(O)(=O)C.[Pd]>[C:15]1([CH3:18])[CH:14]=[CH:13][C:12]([CH2:10][CH2:9][CH2:8][C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 2565521,3-Bis(4-methylphenyl)prop-2-en-1-one

Product 1

HCID 5717261-Methyl-4-[3-(4-methylphenyl)propyl]benzeneYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To a suspension of 2.14 g of 4,4'-dimethylchalcone in 40 ml of acetic acid was added 0.2 g of 5% palladium on carbon. The reaction vessel was purged with hydrogen gas, and the mixture was vigorously stirred at room temperature for 8.5 hours. The reaction mixture was filtered through Celite, and the filtrate was concentrated to give 2.02 g of the title compound.

Workup

  1. customThe reaction vessel was purged with hydrogen gas
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9c59153766d74092b67b123096222700
Source dataset
uspto-grants-1997_01
Patent number
US05594081

Linked notes

Loading…