Etherification via Aromatic Substitution on 1,3-Disubstituted Benzene Derivatives was written by Tsuzaki, Marina;Ando, Shin;Ishizuka, Tadao. And the article was included in Journal of Organic Chemistry in 2022.Computed Properties of C10H20O This article mentions the following:
A method for etherification via aromatic substitution at the ipso-position of an electron-withdrawing group (EWG) that exists at the meta-position of another EWG was developed. To heighten the reactivity of the substitution reaction, t-BuOK solution was added in THF to a mixture of an aromatic substrate, an alc. nucleophile and 18-crown-6-ether in DMF which proved to be a particularly effective sequence. Under the conditions established, aromatic substrates that were difficult to use for substitution reactions such as aryl fluorides were activated with either a bromide or a chloride substituent were aptly converted to corresponding ether products at 25 C. This reaction would potentially be useful to link an alc. to an addnl. functional group through further chem. transformations via the use of a residual bromide or chloride substituent. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Computed Properties of C10H20O).
(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. 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.Computed Properties of C10H20O
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts