SyntheticPage 408
Published May 06, 2010
Benzyl bromide (2.0 ml, 16.84 mmol, 1.0 eq.) was dissolved in DMSO (40 ml). Sodium azide (1.64 g, 25.26 mmol, 1.5 eq.) was added as a solid and the reaction was stirred overnight at ambient temperature. Water (75 ml) was added slowly (exothermic) before extracting the product into diethyl ether (3 × 150 ml). The combined diethyl ether layers were washed with brine (2 × 150 ml), dried over sodium sulfate and the solvent removed to leave a clear oil. Yield = 1.63 g, 12.24 mmol, 73%.