HCID 23103617, compound → HCID 23103632, compound

HRID 2116499Notes

Reaction equation

HRID 2116499 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[C:16]([OH:17])=[CH:15][CH:14]=[CH:13][N:12]=2)O)=[CH:5][CH:4]=1)[CH3:2]>[OH-].[OH-].[Pd+2].C(O)(=O)C>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:11]2[C:16]([OH:17])=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 23103617HCID 23103617, compound

Product 1

HCID 23103632HCID 23103632, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 4-ethylphenyl-3-hydroxypyridin-2-yl-methanol (0.60 g, 2.62 mmol), 20% palladium hydroxide/carbon (300 mg) and acetic acid (8 mL) was stirred under a hydrogen atmosphere for 76 hours. After filtration to remove the insoluble materials, the filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give 2-(4-ethylbenzyl)-3-hydroxypyridine (0.46 g, 82%) as a colorless powder.

Workup

  1. filtrationAfter filtration
  2. customto remove the insoluble materials
  3. customthe filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-ebe981b869ec48d2b12ca90ec855386d
Source dataset
uspto-grants-2008_10
Patent number
US07439232B2

Reaction notes

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