Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines was written by Malkov, Andrei V.;Stewart-Liddon, Angus J. P.;McGeoch, Grant D.;Ramirez-Lopez, Pedro;Kocovsky, Pavel. And the article was included in Organic & Biomolecular Chemistry in 2012.HPLC of Formula: 36057-44-0 This article mentions the following:
A new family of Lewis basic 2-pyridyloxazolines have been developed, which can act as efficient organocatalysts for the enantioselective reduction of prochiral aromatic ketones and ketimines with trichlorosilane, a readily available and inexpensive reagent. 1-Isoquinolyloxazoline, derived from mandelic acid, was identified as the most efficient catalyst of the series, capable of delivering high enantioselectivities in the reduction of both ketones (up to 94% ee) and ketimines (up to 89% ee). In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0HPLC of Formula: 36057-44-0).
4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.HPLC of Formula: 36057-44-0
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts