Ruthenium-catalyzed dehydrogenative N-heterocyclization. Indoles from 2-aminophenethyl alcohols and 2-nitrophenethyl alcohols was written by Tsuji, Yasushi;Kotachi, Shinji;Huh, Keun Tae;Watanabe, Yoshihisa. And the article was included in Journal of Organic Chemistry in 1990.Computed Properties of C8H9NO3 This article mentions the following:
Indole derivatives I (R = H, 6-Me, 5-MeO, 4-Cl, 6-Cl, 4-Br) were readily obtained from 2-aminophenethyl alcs. in the presence of 2 mol % of RuCl2(PPh3)3 under reflux in toluene. I(R = H) obtained from 2-aminophenethyl alc. quant. Other I were also obtained in 73-99% isolated yields. The 2-aminophenethyl alcs. were easily prepared by condensation between the corresponding 2-nitrotoluenes and aldehydes followed by reduction During the reaction, a stoichiometric amount of hydrogen was spontaneously evolved into the gas phase. With a heterogeneous and homogeneous binary catalyst system, indoles were afforded in one pot from 2-nitrophenethyl alcs. under a hydrogen atm. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Computed Properties of C8H9NO3).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Computed Properties of C8H9NO3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem