Synthesis of optically active 1-fluoroalkylbenzenes was written by Fritz-Langhals, Elke. And the article was included in Tetrahedron Letters in 1994.Reference of 101219-69-6 This article mentions the following:
Optically active 1-hydroxyalkyl benzenes having electron-withdrawing substituents are converted into the methanesulfonates and subsequently converted into the optically active 1-fluoroalkyl benzenes I (R = 4-cyano, 4-NO2, 4-EtO2C, 2-F, 4-Br, 4-O2NC6H4) by use of the fluorinating agent CsF/HCONHMe. The starting alc. is also recovered, with a ratio of I:alc. depending on the solvent. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).
(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Reference of 101219-69-6
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts