(3-Nitrophenoxy)acetic acid → (3-Aminophenoxy)acetic acid

HRID 2235826Notes

Reaction equation

HRID 2235826 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[O:7][CH2:8][C:9]([OH:11])=[O:10])([O-])=O>CC(O)=O.CCO.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[O:7][CH2:8][C:9]([OH:11])=[O:10]

Participants

4

Reactant 1

HCID 74656(3-Nitrophenoxy)acetic acid

Product 1

HCID 235515(3-Aminophenoxy)acetic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 87166746HCID 87166746, compoundSolvent

Procedure

(3-Nitro-phenoxy)-acetic acid (1.978 g; 10.0 mmol) was reduced by catalytic hydrogenation (10% Pd—C; 45 psi H2) in AcOH-EtOH-MeOH then filtered through diatomaceous earth and concd yielding the title aniline. LC-MS 168 ([M+H]+).

Workup

  1. filtrationthen filtered through diatomaceous earth and concd

Sources & evidence

ORD record
ord-b630d5844d374c4ab61135f63f63cecf
Source dataset
uspto-grants-2010_05
Patent number
US07714022B2

Reaction notes

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