3-Isopropoxy-4-nitrotoluene → 4-Methyl-2-(propan-2-yloxy)aniline

HRID 1639116

Reaction equation

HRID 1639116 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]([O:8][CH:9]([CH3:11])[CH3:10])[CH:7]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:12])=[C:6]([O:8][CH:9]([CH3:11])[CH3:10])[CH:7]=1

Participants

5

Reactant 2

HCID 5927313-Isopropoxy-4-nitrotolueneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 150681144-Methyl-2-(propan-2-yloxy)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-Methyl-1-(1-methylethoxy)-2-nitrobenzene, 17.7 g (91 mmol), is dissolved in methanol, palladium on charcoal is added and the mixture is exposed to hydrogen gas until the required amount of hydrogen is absorbed. The mixture is worked up in the usual manner to give 15 g of 4-methyl-2-(1-methylethoxy)benzenamine.

Workup

  1. customis absorbed

Sources & evidence

ORD record
ord-3e627e157205460095844073242a2bc9
Source dataset
uspto-grants-1989_11
Patent number
US04882357

Linked notes

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