4-Methoxy-3-(4-methoxyphenyl)benzylazide → 4-Methoxy-3-(4-methoxyphenyl)benzylamine

HRID 460138Notes

Reaction equation

HRID 460138 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][N:8]=[N+]=[N-])=[CH:5][C:4]=1[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1>C(O)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][NH2:8])=[CH:5][C:4]=1[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1

Participants

3

Reactant 1

HCID 223912444-Methoxy-3-(4-methoxyphenyl)benzylazide

Product 1

HCID 223912104-Methoxy-3-(4-methoxyphenyl)benzylamineYield 53.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-methoxy-3-(4-methoxyphenyl)benzylazide (0.82 g, 3.07 mmol) in ethanol (50 mL) was hydrogenated under atmospheric pressure for 16 hours. The catalyst was filtered off, the solvent removed under reduced pressure and the crude purified by column chromatography (hexane/ethyl acetate 6/1) to afford 400 mg of title compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under reduced pressure
  3. customthe crude purified by column chromatography (hexane/ethyl acetate 6/1)

Sources & evidence

ORD record
ord-4a912441450043998c36063a0f652536
Source dataset
uspto-grants-2007_03
Patent number
US07196102B2

Reaction notes

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