2-(p-Methoxybenzoyl)-3-methyl-4-hydroxy-5-allylbenzofuran → 2-(p-Methoxybenzyl)-3-methyl-4-hydroxy-5-propylbenzofuran

HRID 1607274Notes

Reaction equation

HRID 1607274 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[O:10][C:11]3[CH:18]=[CH:17][C:16]([CH2:19][CH:20]=[CH2:21])=[C:15]([OH:22])[C:12]=3[C:13]=2[CH3:14])=O)=[CH:5][CH:4]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C:9]2[O:10][C:11]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH3:21])=[C:15]([OH:22])[C:12]=3[C:13]=2[CH3:14])=[CH:23][CH:24]=1

Participants

4

Reactant 1

HCID 145797922-(p-Methoxybenzoyl)-3-methyl-4-hydroxy-5-allylbenzofuran

Product 1

HCID 145708892-(p-Methoxybenzyl)-3-methyl-4-hydroxy-5-propylbenzofuran

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-(p-methoxybenzoyl)-3-methyl-4-hydroxy-5-allylbenzofuran (40 mg) in ethanol (50 mL) was hydrogenated in a Parr hydrogenator in the presence of 10% palladium on charcoal at 40 psi. The catalyst was filtered and the filtrate was concentrated to dryness to yield 2-(p-methoxybenzyl)-3-methyl-4-hydroxy-5-propylbenzofuran, identical to the product prepared by the route described in Example 1.

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-668f860e16334c93b87debd5baa4288d
Source dataset
uspto-grants-1989_09
Patent number
US04863958

Reaction notes

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