2-Pyridinemethanol,a-(4-nitrophenyl)- → (4-Aminophenyl) (2-pyridyl)methanol

HRID 565862Notes

Reaction equation

HRID 565862 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[OH:11])=[CH:6][CH:5]=1)([O-])=O>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[OH:11])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 103537882-Pyridinemethanol,a-(4-nitrophenyl)-

Product 1

HCID 10420323(4-Aminophenyl) (2-pyridyl)methanolYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (50 ml) was dissolved (4-nitrophenyl)(2-pyridyl)methanol (2.30 g), and to the mixture was added dried 10% palladium on carbon (0.12 g). Under hydrogen atmosphere, the mixture was stirred at room temperature under atmospheric pressure for 19 hours. The palladium was filtered off, and the filtrate was concentrated. The residue was recrystallized from ethyl acetate-hexane to give (4-aminophenyl) (2-pyridyl)methanol (1 .90 g) as pale yellow crystals.

Workup

  1. additionto the mixture was added
  2. dry with materialdried 10% palladium on carbon (0.12 g)
  3. filtrationThe palladium was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-aeabc0c822a54a999a9229d25cba61ee
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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