Hydrochloric Acid → 1-Amino-3-(3,4-dimethoxyphenoxy)propan-2-one hydrochloride

HRID 710062Notes

Reaction equation

HRID 710062 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[O:6][CH2:7][C:8](=[O:13])[CH2:9][N+:10]([O-])=O.[ClH:19].[H][H]>[Pd].CO>[ClH:19].[NH2:10][CH2:9][C:8](=[O:13])[CH2:7][O:6][C:5]1[CH:14]=[CH:15][C:16]([O:17][CH3:18])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 867067741-(3,4-Dimethoxyphenoxy)-3-nitropropan-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 867067751-Amino-3-(3,4-dimethoxyphenoxy)propan-2-one hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a MeOH (7 ml) solution of the compound (0.660 g) obtained in Example 19-(2), 10% Pd—C (0.330 g) and an aqueous solution of 1N HCl (14 ml) were added and the mixture was stirred at room temperature for 5 hours in a hydrogen gas atmosphere. The insoluble matter was filtered off and the filtrate was concentrated to give the titled compound (0.715 g, brown amorphous.)

Workup

  1. filtrationThe insoluble matter was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0343177e56eb4de2aea60c267dd6a7c7
Source dataset
uspto-grants-2015_11
Patent number
US09181229B2

Reaction notes

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