Reaction #7152

Reaction equation

3-(Cyclohexen-1-yl)-1-nitrobenzene

→

desired compound

Yield 78.9%

3-cyclohexylaniline

Yield 78.9%

Solvents

ethanol

Conditions

Workup

1. 1
   Otheris subjected to catalytic hydrogenation at 25° C
2. 2
   OtherThe catalyst is removed by filtration
3. 3
   Otherthe solvent is evaporated under reduced pressure
4. 4
   OtherThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Procedure

3-(Cyclohexen-1-yl)-1-nitrobenzene(7.5 g) is dissolved in ethanol (150 ml), and thereto is added 10% palladium on carbon (750 mg), and the mixture is subjected to catalytic hydrogenation at 25° C. The catalyst is removed by filtration, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (5.1 g).

Source