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Methylketol or 2-methylindole is a mildly toxic and slightly flammable organic compound which occurs as a white solid which turns brown over time. [1] [2] It has chemical formula C 9 H 9 N. [3] Methylketol is used as an intermediate for synthesizing dyes, [4] pigments, [5] optical brighteners, and pharmaceuticals. [6]
The Nenitzescu indole synthesis This reaction was named for its discoverer, Costin Nenițescu , who first reported it in 1929. [ 1 ] It can be performed with a number of different combinations of R-groups, which include methyl, methoxy, ethyl, propyl, and H substituents. [ 2 ]
A variety of isomers of methyl indole derivatives are known: 1-methylindole; 2-methylindole; skatole (3-methylindole) 4-methylindole; 5-methylindole; 6-methylindole;
Although the synthesis of indole itself is problematic using the Fischer indole synthesis, it is often used to generate indoles substituted in the 2- and/or 3-positions. Indole can still be synthesized, however, using the Fischer indole synthesis by reacting phenylhydrazine with pyruvic acid followed by decarboxylation of the formed indole-2 ...
Monguchi et al. also derived 2- and 2,3-substituted indoles without using LiCl. [5] The optimized Indole reaction uses 10% Pd/C (3.0 mol%) with 1.1 equivalent of NaOAc, and NMP at 110–130 °C. Monguchi et al. state that their optimized condition of the Larock indole synthesis without LiCl is a more mild, environmentally benign, and efficient ...
The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. [1] [2] The reaction was discovered in 1883 by Emil Fischer. Today antimigraine drugs of the triptan class are often synthesized by this method. The Fischer ...
The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. [19] [20] The reaction was discovered in 1883 by Hermann Emil Fischer. The Fischer indole synthesis. The choice of acid catalyst is very important.
The first step of the synthesis is the condensation of o-nitrotoluene 1 with a diethyl oxalate 2 to give ethyl o-nitrophenylpyruvate 3. The reductive cyclization of 3 with zinc in acetic acid gives indole-2-carboxylic acid 4. If desired, 4 can be decarboxylated with heat to give indole 5.