HCID 66625115, compound → HCID 58286287, compound

HRID 417361Notes

Reaction equation

HRID 417361 reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][C:9]=1[O:17][CH3:18])(=[O:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][CH2:6][CH2:5][O:4][C:1](=[O:3])[CH3:2])=[C:9]([O:17][CH3:18])[CH:10]=1

Participants

4

Reactant 1

HCID 66625115HCID 66625115, compound

Product 1

HCID 58286287HCID 58286287, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 2-(2-methoxy-4-nitrophenoxy)ethyl acetate (1.5 g, 5.9 mmol) and Pd/C (Aldrich, 10%, 0.2 g) in ethyl acetate (19 mL) was vigorously shaken in a Parr under atmosphere of H2 (50 psi) for 2 h. The mixture was filtered through a short pad of celite. The filtrate was concentrated to give acetic acid 2-(4-amino-2-methoxy-phenoxy)-ethyl ester as a light brown oil (1.32 g, 91%).

Workup

  1. filtrationThe mixture was filtered through a short pad of celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-935c1ebd85284c20802414dee6924859
Source dataset
uspto-grants-2012_01
Patent number
US08088815B2

Reaction notes

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