2,6-Lutidine → 1-Dodecylazacyclohept-3-ene-2-one

Participants

Reaction Steps

A solution of 10.0 g (28 mmol) of 3-bromo-1-dodecylazacycloheptan-2-one and 5.1 g (47 mmol) of 2,6-lutidine was refluxed for 3 hours, then cooled to room temperature. 100 ml of toluene was added, the mixture was filtered, and the filtrate was concentrated in vacuo to yield a crude oil. Purification by flash chromatography (silica gel; 7:3 petroleum ether/ether V/V) gave the product as a colorless oil, Rf =0.38; Kuglerohr distilled at 165°-170° C./0.2 mm Hg.

Provenance & Evidence