4-Methyl-3-nitrobenzyl alcohol → (3-Amino-4-methylphenyl)methanol

HRID 1357746

Reaction equation

HRID 1357746 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[N+:10]([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[CH3:1])[CH2:6][OH:7]

Participants

5

Reactant 2

HCID 1234974-Methyl-3-nitrobenzyl alcoholHCID 178418361HCID 178418361, compound

Product 1

HCID 586243(3-Amino-4-methylphenyl)methanolYield 94.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Methyl-3-nitro benzylalcohol (9.7 g, 58 mmol) in ethanol (200 mL) was reduced under 4 atmospheres of hydrogen gas for 4 hours in the presence of 10% Pd/C (0.5 g) to yield after a standard workup 7.54 g (93%) of the title compound.

Sources & evidence

ORD record
ord-83dda6c0962d4d169663d0f091c17d1b
Source dataset
uspto-grants-2003_07
Patent number
US06593335B1

Linked notes

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