Abstract A procedure has been proposed for the synthesis of monoazacrown ethers by reaction of N-benzyldiethanolamine with oligo (ethylene glycol) bis-p-toluenesulfonates in a two-phase system aromatic hydrocarbon-50% aqueous alkali, followed by removal of the benzyl group by catalytic hydrogenolysis. The maximal yields of N-benzylaza-12-crown-4,- 18-crown-6, and-21-crown-7 were achieved by adding 4–10 equiv of LiCl, BaBr 2, and ...
[Johnson, Martin R.; Jones, Nigel F.; Sutherland, Ian O. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 1637 - 1644]