Hydrochloric Acid → 1-(4-Aminophenoxy)propan-2-one hydrochloride

HRID 1648449Notes

Reaction equation

HRID 1648449 reaction equation
[H][H].[N+:3]([C:6]1[CH:16]=[CH:15][C:9]([O:10][CH2:11][C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=1)([O-])=O.[ClH:17]>[Pd].CO>[ClH:17].[NH2:3][C:6]1[CH:16]=[CH:15][C:9]([O:10][CH2:11][C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3085071-(4-Nitrophenoxy)propan-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 218321461-(4-Aminophenoxy)propan-2-one hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stream of hydrogen was passed through a mixture comprising 19.6 g of 1-(4-nitrophenoxy)propan-2-one, 300 ml of methanol, 30 ml of concentrated aqueous hydrochloric acid and 4 g of 10% w/v palladium-on-charcoal at room temperature for 5 hours. At the end of this time, the catalyst was filtered off, and the filtrate was concentrated by evaporation under reduced pressure, to give 20 g of the title compound. This compound was used directly and without further purification in the next step.

Workup

  1. customat room temperature
  2. customfor 5 hours
  3. filtrationAt the end of this time, the catalyst was filtered off
  4. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-26f63d951ec8414aa8628c604fe0e402
Source dataset
uspto-grants-1995_07
Patent number
US05436257

Reaction notes

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