3-Methoxy-4-nitrobenzyl alcohol → (4-Amino-3-methoxyphenyl)methanol

HRID 2287597Notes

Reaction equation

HRID 2287597 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O)[CH2:6][OH:7].[H][H]>[Pd].CO>[NH2:11][C:10]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 2

HCID 6029613-Methoxy-4-nitrobenzyl alcoholHCID 178418361HCID 178418361, compound

Product 1

HCID 53420748(4-Amino-3-methoxyphenyl)methanolYield 108.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-methoxy-4-nitrobenzyl alcohol (1.0 g) and 10% palladium on carbon (100 mg) in methanol was stirred for 2 hours under 3 atmospheric pressure of hydrogen. After filtration, the filtrate was concentrated in vacuo to give 4-amino-3-methoxybenzyl alcohol (910 mg) as an oil.

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4a0214e3f492443aa703a7df383e73d9
Source dataset
uspto-grants-2000_07
Patent number
US06083961

Reaction notes

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