Methanol → HCID 57585929, compound

HRID 547636Notes

Reaction equation

HRID 547636 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:17])[CH3:16])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[N+:18]([O-])=O.CO>C(OCC)(=O)C.[Pd].[C]>[NH2:18][C:3]1[CH:4]=[C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]([OH:17])[CH3:16])=[CH:11][CH:10]=2)[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 887MethanolHCID 57585848HCID 57585848, compound

Product 1

HCID 57585929HCID 57585929, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-{4-[(4-amino-3-nitrophenyl)oxy]phenyl}ethanone (437 mg) was dissolved in 1:1 ethyl acetate: methanol and hydrogenated over 500 mg of 10% Pd/carbon (wet, Degussa type) under an atmosphere of H2 gas. After 24 hours, the reaction was filtered through Celite and concentrated to give crude 1-{4-[(3,4-diaminophenyl)oxy]phenyl}ethanol which was used without further purification. (M+1) 245.2, 1.05 min (LC/MS method A)

Workup

  1. filtrationthe reaction was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-8a63a096016542eb9c11abef7afe774c
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

Loading…