Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-灏?pyrrolidinostyrenes by the FeCl3-activated carbon-N2H4.H2O system was written by Taydakov, I. V.;Dutova, T. Ya.;Sidorenko, E. N.;Krasnoselsky, S. S.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2011.Reference of 5367-32-8 This article mentions the following:
A new catalytic system containing FeCl3, activated C, and N2H4 was proposed for the reductive cyclization of 灏?(dialkylamino)-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Reference of 5367-32-8).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Reference of 5367-32-8
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem