1-(2-Methoxy-5-nitrophenyl)ethanone → 1-(5-Amino-2-methoxyphenyl)ethanone

HRID 450083Notes

Reaction equation

HRID 450083 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[C:12](=[O:14])[CH3:13]>CO.[Pd]>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([C:12](=[O:14])[CH3:13])[CH:5]=1

Participants

4

Reactant 1

HCID 186151041-(2-Methoxy-5-nitrophenyl)ethanone

Product 1

HCID 155794431-(5-Amino-2-methoxyphenyl)ethanoneYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(2-methoxy-5-nitro-phenyl)-ethanone (350 mg, 1.8 mmol) in methanol (20 ml) was hydrogenated over 10% Pd—C (70 mg) at atmospheric pressure until no further absorption of gas took place. The reaction mixture was then filtered over celite and the filtrate concentrated under reduced pressure to give 1-(5-amino-2-methoxy-phenyl)-ethanone (250 mg, 85%) as a solid.

Workup

  1. filtrationThe reaction mixture was then filtered over celite
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-01951a74e7a14468b127ffea014f6606
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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