cis-2-Benzyl-3-phenylaziridine (CAS NO.: ), which is also known as Aziridine, 2-benzyl-3-phenyl-, cis-, could be produced through the following synthesis route.

In a 1-l., four-necked, round-bottomed flask fitted with a sealed mechanical stirrer, a thermometer, a dropping funnel, and a reflux condenser protected from atmospheric moisture with a drying tube containing calcium chloride are placed 350 ml. of dry tetrahydrofuran and 3.80 g. (0.100 mole) of powdered lithium aluminum hydride. The slurry is stirred while a solution of 11.27 g. (0.0500 mole) of dibenzyl ketoxime in 80 ml. of dry tetrahydrofuran is added dropwise with cooling at 20° over a 10-minute period. The contents of the flask are gradually heated to reflux with stirring in an oil bath at 90° (external temperature) for 3 hours; at ca. 62° the color of the mixture turns from the initial pale green to a permanent, light chocolate color (reaction may be exothermic at this point). The mixture is cooled with ice water and decomposed by gradual addition of 12 ml. of water at a temperature below 20°. The precipitate is collected by filtration, washed with 100 ml. of ether, and added to 200 ml. of ether. This mixture is stirred for ca. 10 minutes and filtered, and the residue is washed with 100 ml. of ether. The ethereal extracts and washings are combined with the original filtrate, dried over anhydrous sodium sulfate over-night, and concentrated with a rotary evaporator at 30° (20 mm.) to give 10.60–11.0 g. of a pale yellow oil.

The product is dissolved in 100 ml. of petroleum ether, b.p. 30–40°, with warming, and the solution is transferred to a chromatographic column consisting of 75 g. of silica gel. The product is eluted sequentially with (A) 300 ml. of petroleum ether, (B) 300 ml. of 3:1 (v/v) petroleum ether:benzene, (C) 300 ml. of 1:1 (v/v) petroleum ether:benzene, (D) 600 ml. of 1:3 (v/v) petroleum ether:benzene, and (E) 600 ml. of benzene. Fractions A and B are discarded. The oil (8.50–9.15 g.) obtained by distillation of the solvent from the combined fractions C, D, and E is dissolved in 65 ml. of petroleum ether. Cooling gives 5.00–6.61 g. of colorless needles, m.p. 44–45°. Concentration of the filtrate and cooling yield successive crops of product, m.p. 41–45°. The total yield is 7.45–8.15 g. (71–78%).