3-(4-Ethoxypyridin-2-yl)nitrobenzene → 3-(4-Ethoxypyridin-2-yl)aniline

HRID 1059933Notes

Reaction equation

HRID 1059933 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:11]=[C:12]([N+:16]([O-])=O)[CH:13]=[CH:14][CH:15]=2)[CH:5]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=2)[NH2:16])[CH:5]=1)[CH3:2]

Participants

4

Reactant 1

HCID 186675793-(4-Ethoxypyridin-2-yl)nitrobenzene

Product 1

HCID 186676293-(4-Ethoxypyridin-2-yl)anilineYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3-(4-ethoxypyridin-2-yl)nitrobenzene (0.3 g) in ethanol (6 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 0.2 g) under a hydrogen atmosphere for 3 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(4-ethoxypyridin-2-yl)aniline (0.264 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3835b13a896b4ea49d3c9b17e10c2f25
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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