150932-87-9Relevant academic research and scientific papers
N-LITHIO-N-(2-LITHIOETHYL)- AND N-LITHIO-N-(3-LITHIOPROPYL)-BENZAMIDE: DIRECT PREPARATION AND SYNTHETIC APPLICATIONS OF 2-LITHIOETHYL- AND 3-LITHIOPROPYL-AMINE EQUIVALENTS
Barluenga, Jose,Foubelo, Francisco,Fananas, Francisco J.,Yus, Miguel
, p. 2183 - 2192 (1989)
The successive reaction of 2-chloroethyl and 3-chloropropyl-benzamide with n-butyl-lithium and lithium naphthalenide at temperatures ranging between -78 and -50 deg C leads to N-lithio-N-(2-lithioethyl)- and N-lithio-N-(3-lithiopropyl)benzamide , which by treatment with different electrophiles (H2O, D2O, Me2S2, CO2, PriCHO, PhCHO, Me2CO, Ph2CO, and O2) yields the expected functionalized benzamides .The acidic and basic hydrolysis of compounds (10) and (11) gives different results depending on the structure of the substrate and the reaction conditions.
