151222-63-8Relevant academic research and scientific papers
Improved Preparation of Meerwein's Ester and Structure of Neutral By-products: Pentamethyl 1,1,3,3,5-Cyclohexanepentacarboxylate and Methyl 1-Piperidinecarboxylate
Quast, Helmut,Goerlach, Yvonne,Stawitz, Josef
, p. 1653 - 1658 (2007/10/02)
In a simplified procedure on a 10 mole scale, Meerwein's ester (2) is obtained from dimethyl malonate and formaldehyde in 48 - 52percent yield if the reaction time is extended and the disodium salt of 2 is isolated.Methyl 1-piperidinecarboxylate (7) and pentamethyl 1,1,3,3,5-cyclohexanepentacarboxylate (8) are formed as neutral by-products.The structure of the latter is confirmed by spectroscopic methods.The mechanism of formation of 8 is discussed.
