1-(4-Nitrophenyl)propan-2-one → 4-Aminophenylacetone
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11](=[O:13])[CH3:12])=[CH:8][CH:9]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
1-(4-nitro-phenyl)-propan-2-one (150 mg) was dissolved in methanol (5 ml) and then Pd/C (50 mg) was added. The resulting reaction mixture was stirred for 10 hr at room temperature under hydrogen pressure. The reaction mixture was filtered over celite and the filtrate evaporated. Purification by column chromatography over silica gel using ethyl acetate and hexane (1:9) as eluent gave 1-(4-amino-phenyl)-propan-2-one (60 mg, 48%).
Workup
- customThe resulting reaction mixture
- filtrationThe reaction mixture was filtered over celite
- customthe filtrate evaporated
- customPurification by column chromatography over silica gel
Sources & evidence
- ORD record
- ord-a0e0548b7b274966b0f7a67c197f26de
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08486962B2
Reaction notes
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