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

HRID 1072241Notes

Reaction equation

HRID 1072241 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-1675a75890b4416f9c9f1be9d3d4dca5
Source dataset
uspto-grants-2005_06
Patent number
US06908935B2

Reaction notes

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