Li, Feng published the artcileSynthesis of ethyl 4-cyanotetrahydropyran-4-carboxylate via solid-liquid phase transfer catalysis, Application of Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate, the publication is Jingxi Huagong (2008), 25(6), 614-617, database is CAplus.
Eethyl 4-cyanotetrahydropyran-4-carboxylate was synthesized from di-(β-chloroethyl) ether, Et cyanoacetate and K2CO3 via solid-liquid phase transfer catalysis, using DMF as solvent and dodecyltrimethylammonium bromide (DTMAB) as catalyst [n(DTMAB):n(Et cyanoacetate) = 0.05:1]. The water produced was separated, sp. surface area of potassium carbonate was 6.72 × 104 m-1 and reaction temperature was 153°, the yield was 90.6%, the reaction time was 2 h. The mechanism and kinetics of the reaction were also studied. The reaction could be described by the pseudo-second-order kinetics. With DTMAB, CTMAB, TBAB and BETAC as catalysts, Kapp were 0.01336, 0.01158, 0.00343. and 0.001738 L/(mol/min) respctively. The activation energy of di-(β-chloroethyl) ether and Et cyanoacetate was 58.94 kJ/mol.
Jingxi Huagong published new progress about 30431-99-3. 30431-99-3 belongs to nitriles-buliding-blocks, auxiliary class Tetrahydropyran,Nitrile,Ester, name is Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate, and the molecular formula is C9H13NO3, Application of Ethyl 4-cyanotetrahydro-2H-pyran-4-carboxylate.
Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts