Ethanol → 2-(4-Methoxyphenyl)-1,1-dimethylethylamine

HRID 376929Notes

Reaction equation

HRID 376929 reaction equation
C[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([CH3:14])([N+:11]([O-])=O)[CH3:10])=[CH:4][CH:3]=1.[H][H].[CH2:17]([OH:19])C>[Ni]>[CH3:10][C:9]([NH2:11])([CH3:14])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([O:19][CH3:17])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 126968041-Methyl-4-(2-methyl-2-nitropropyl)benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 918922-(4-Methoxyphenyl)-1,1-dimethylethylamine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The 1-(4-methylphenyl)-2-methyl-2-nitropropane (1.3 g) was hydrogenated for 5 hours at 65 p.s.i. hydrogen in ethanol (30 mL) using 1.4 g of Raney nickel as catalyst. Removal of the catalyst by filtration and evaporation of the solvent yielded 1.15 g of 1,1-dimethyl-2-(4-methoxyphenyl)ethylamine as a clear oil.

Workup

  1. customRemoval of the catalyst
  2. filtrationby filtration and evaporation of the solvent

Sources & evidence

ORD record
ord-d29e7b727f18487a9432d7229c75aad9
Source dataset
uspto-grants-2000_02
Patent number
US06022894

Reaction notes

Loading…