Kotani, Shunsuke; Sakamoto, Midori; Osakama, Kazuki; Nakajima, Makoto published the artcile< A Sterically Congested α-Cyanoamine as a Cyanating Reagent: Cyanation of Acetals and Orthoesters>, Formula: C6H11NO2, the main research area is alkoxy alkanenitrile nitrile cyanation.
The cyanation of acetals and ortho-esters by using a sterically congested α-cyanoamine as a cyanation reagent was investigated. The α-cyanoamine effectively facilitated cyanation in the presence of trichlorosilyl triflate to produce a variety of cyanated adducts in excellent yields. Anal. of the reaction mixture by 1H NMR spectroscopy revealed that trichlorosilyl triflate produced an oxocarbenium cation species as an intermediate. Under optimized conditions the synthesis of the target compounds was achieved using 1,1,1-trifluoromethanesulfonic acid trichlorosilyl ester as a reagent and 2-(dicyclohexylamino)acetonitrile (cyanation agent amine-cyanide) and (dimethoxymethyl)benzene (benzaldehyde acetal), (3,3-dimethoxy-1-propen-1-yl)benzene, (dimethoxymethyl)cyclohexane, 1,1′-[(phenylmethylene)bis(oxymethylene)]bis[benzene], 2-phenyl-1,3-dioxolane (cyclic acetal) as starting materials. The title compounds thus formed included α-(methoxy)benzeneacetonitrile derivatives, α-(methoxy)-1-naphthaleneacetonitrile, 2-methoxy-4-phenyl-2-butenenitrile, α-(2-hydroxyethoxy)benzeneacetonitrile. Ortho-ester reactants included (trimethoxymethyl)benzene, 1,1′,1”-[methylidynetris(oxy)]tris[ethane] and 1,1,1-triethoxypentane. Products therefrom included α,α-dimethoxybenzeneacetonitrile.
European Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Formula: C6H11NO2.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts