HCID 18776682, compound → 4-(Quinolin-2-yloxy)aniline

HRID 55091Notes

Reaction equation

HRID 55091 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([O:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 18776682HCID 18776682, compound

Product 1

HCID 131089464-(Quinolin-2-yloxy)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Nitrophenoxy)quinoline (3 mmoles, 0.82 g) was dissolved in 100 ml ethyl acetate and hydrogenated over 2.0 g 5% Pd/C at room temperature for 1 hr. The solution was filtered through cellulose and concentrated to yield 2-(4-aminophenoxy)quinoline 0.58, 82%. Mass Spec (FD) 236. Calculated for C15H12N2O: C, 76.25; H, 5.12, N, 11.86. Found: C, 75.97; H, 5.37; N, 11.83.

Workup

  1. filtrationThe solution was filtered through cellulose
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-0fde5fc363194d66ba9bd1e36380b4a5
Source dataset
uspto-grants-1997_04
Patent number
US05624937

Reaction notes

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