Synthesis of Aryl-Substituted 3,3a,4,5-Tetrahydropyrrolo[1,2-a] quinolin-1(2H)-ones and 2,3,4,4a,5,6-Hexahydro-1H-pyrido[1,2-a]quinolin-1-ones was written by Watts, Field M.;Bunce, Richard A.. And the article was included in Synthesis in 2019.Name: (3-Methyl-2-nitrophenyl)methanol This article mentions the following:
A new route to the title benzo-fused angular tricyclic amides 3,3a,4,5-tetrahydropyrrolo- and 2,3,4,4a,5,6-hexahydro-1 H-pyrido[1,2- a]quinolin-1-ones is reported from 1-( tert-butyl) 6-Et 3-oxohexanedioate and 1-( tert-butyl) 7-Et 3-oxoheptanedioate. Alkylation of these β-keto diesters with a series of 2-nitrobenzyl bromides followed by acid hydrolysis and decarboxylation gives Et 6-(2-nitrophenyl)-4-oxohexanoates and Et 7-(2-nitrophenyl)-5-oxoheptanoates, resp. Reductive amination under hydrogenation conditions followed by ester hydrolysis and condensative ring closure affords the final lactam products. The reactions proceed cleanly and only two chromatog. purifications are required. In the experiment, the researchers used many compounds, for example, (3-Methyl-2-nitrophenyl)methanol (cas: 80866-76-8Name: (3-Methyl-2-nitrophenyl)methanol).
(3-Methyl-2-nitrophenyl)methanol (cas: 80866-76-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Name: (3-Methyl-2-nitrophenyl)methanol
Referemce:
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