HCID 21909294, compound → HCID 21909297, compound

HRID 1982850Notes

Reaction equation

HRID 1982850 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH2:24][C:25]([NH2:27])=[O:26])[CH:12]=[CH:13][C:14]=1[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH3:23])=[CH:18][CH:17]=1)C1C=CC=CC=1>CO.[C].[Pd]>[CH2:22]([C:19]1[CH:20]=[CH:21][C:16]([CH2:15][C:14]2[CH:13]=[CH:12][C:11]([CH2:24][C:25]([NH2:27])=[O:26])=[CH:10][C:9]=2[OH:8])=[CH:17][CH:18]=1)[CH3:23]

Participants

4

Reactant 1

HCID 21909294HCID 21909294, compound

Product 1

HCID 21909297HCID 21909297, compoundYield 56.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-[3-benzyloxy-4-(4-ethylbenzyl)-phenyl]acetoamide (0.38 g) in methanol (5 mL) was added 10% palladium-carbon powder (0.075 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 hours. Insoluble materials were removed by filtration, and the solvent of the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=30/1-20/1) to give 2-[4-(4-ethylbenzyl)-3-hydroxyphenyl]acetoamide (0.16 g).

Workup

  1. customInsoluble materials were removed by filtration
  2. customthe solvent of the filtrate was removed under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=30/1-20/1)

Sources & evidence

ORD record
ord-ad9c31e007584cccadebf478d71ab714
Source dataset
uspto-grants-2009_06
Patent number
US07541341B2

Reaction notes

Loading…