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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199269Generated: October 30, 2026

2-Methyl-2-(4-nitrophenyl)propanenitrile → 2-(4-Aminophenyl)-2-methylpropanenitrile

https://huagongshe.com/reaction/2199269

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-(4-nitrophenyl)propanenitrileHCID 823615—
CatalystNickelHCID 935—
SolventMeOH tetrahydrofuranHCID 21899815—
Product2-(4-Aminophenyl)-2-methylpropanenitrileHCID 10057801—

Reaction Steps

16 g (84.1 mmol) of 2-methyl-2-(4-nitro-phenyl)-propionitrile (Example 1d) and 4.16 g of Raney-Ni are shacked in 160 ml of THF-MeOH (1:1) under 1.1 bar of H2 for 12 h. at RT. After completion of the reaction, the catalyst is filtered-off and the filtrate is evaporated to dryness. The residue is purified by flash chromatography on silica gel (hexane-EtOAc 3:1 to 1:2) to provide the title compound as an oil. ES-MS: 161 (M+H)+; analytical HPLC: tret=2.13 minutes (Grad 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09358229B2
Source datasetuspto-grants-2016_06
ORD IDord-50b4ca2c7541459798f1d5a7baef6a53
Source noteuspto-grants-2016_06