2'-Hydroxy-5'-methyl-3'-nitroacetophenone → 1-(3-Amino-2-hydroxy-5-methylphenyl)ethan-1-one
Reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:10])=[O:9])[C:5]([OH:11])=[C:4]([N+:12]([O-])=O)[CH:3]=1>C(O)C.[C].[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:10])=[O:9])[C:5]([OH:11])=[C:4]([NH2:12])[CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
In 200 ml of ethanol was dissolved 4.0 g (20.5 mmol) of 2-hydroxy-5-methyl-3-nitroacetophenone, and the mixture was stirred at room temperature for about 2 hours in the presence of 1.0 g of 5% palladium carbon while bubbling hydrogen gas thereinto. The inorganic substance was filtered off, and the filtrate was concentrated to obtain 3.30 g (yield: 97%) of 3-amino-2-hydroxy-5-methylacetophenone as brown needle crystals.
Workup
- customwhile bubbling hydrogen gas
- filtrationThe inorganic substance was filtered off
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-b0435875dd70481597ffa445d32be724
- Source dataset
- uspto-grants-1993_07
- Patent number
- US05225559
Reaction notes
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