An Improved And Efficient Process For The Scalable Preparation Of Optically Pure Trans-2-Aminocyclohexanols was written by Xue, Feng;Li, Chang-Gong;Zhu, Yong;Lou, Tian-Jun. And the article was included in Journal of Chemical Research in 2014.Formula: C13H19NO This article mentions the following:
An improved and efficient process has been developed for a green and scalable preparation of optically pure (1R,2R)- and (1S,2S)-trans-2-aminocyclohexanols. The process utilized hot water to promote the aminolysis of cyclohexene oxide by benzylamine to afford racemic trans-2-(benzylamino)cyclohexanols, which were resolved by sequential and repeated use of (R)- and (S)-mandelic acid. Finally, after treatment of the two salts sequentially with HCl and NaOH and recovery of mandelic acid, liberation was achieved of the optically pure trans-2-benzylaminoaminocyclohexanols which were smoothly debenzylated using a low loading of a Pd/C catalyst to the trans-2-aminocyclohexanols. The synthetic route has been successfully applied to large-scale (1 mol) preparations in good yield. In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6Formula: C13H19NO).
Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) 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. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Formula: C13H19NO
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts