Water → 4-Isopropyl-2-nitroaniline
Reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10]C(=O)C)=[C:6]([N+:14]([O-:16])=[O:15])[CH:5]=1)([CH3:3])[CH3:2].O.[OH-].[K+]>CO>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([N+:14]([O-:16])=[O:15])[CH:5]=1)([CH3:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of N-(4-isopropyl-2-nitrophenyl)acetamide obtained in step II above (1.0 eq) in MeOH and water was added KOH (1.5 eq) at room temperature and stirred for 5 hrs. Water was added to the reaction mixture and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the desired 4-isopropyl-2-nitroaniline. (Yield=65%).
Workup
- customthe organic layer was separated
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated under reduced pressure
- customto afford crude product, which
- customon purification by column chromatography
Sources & evidence
- ORD record
- ord-4234ba66bd914b4fbc157bc7805b1ac9
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08440830B2
Reaction notes
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