4-Neopentyl-2-nitroaniline → 4-Neopentylbenzene-1,2-diamine
Reaktionsgleichung
[CH2:1]([C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[C:8]([N+:13]([O-])=O)[CH:7]=1)[C:2]([CH3:5])([CH3:4])[CH3:3]>CO.[Pd]>[CH2:1]([C:6]1[CH:7]=[C:8]([NH2:13])[C:9]([NH2:10])=[CH:11][CH:12]=1)[C:2]([CH3:5])([CH3:4])[CH3:3]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 4-neopentyl-2-nitroaniline (Preparation 88, 5.23 g, 25.1 mmol) in methanol (50 mL) was added 10% palladium on carbon (800 mg, 8 mmol) and hydrogenated at 40 psi for 3.5 hours. The mixture was filtered through celite and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with a 0-10% methanol/methylene chloride gradient to provide the title compound (2.95 g, 66%) as a purple solid.