1,5-Bis(4-methoxyphenyl)-1,4-pentadien-3-one → HCID 2801509, compound

HRID 979062Notes

Reaction equation

HRID 979062 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11](=[O:22])[CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1>[Pd].C(O)(=O)C>[CH3:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][CH2:12][C:11](=[O:22])[CH2:10][CH2:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 1012201,5-Bis(4-methoxyphenyl)-1,4-pentadien-3-one

Product 1

HCID 2801509HCID 2801509, compoundYield 91.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 1,5-bis(4-methoxyphenyl)penta-1,4-diene-3-one of Example 6 (20 g, 0.068 mole), glacial acetic acid (200 ml) and 3.0 g of palladium/carbon (5%) was hydrogenated on a Parr hydrogenator for 4 hours. The solution was filtered and concentrated to give 18.5 g of colorless liquid.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d54a97af0a134c0eb1e9e77006b2fc78
Source dataset
uspto-grants-1987_05
Patent number
US04666909

Reaction notes

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