Sodium Azide → HCID 21925012, compound

Participants

Reaction Steps

A mixture of 3-bromobenzeneethanol 4-methylbenzenesulphonate [Example H(b)] (3.96 g, 11.2 mmol) and sodium azide (22.4 mmol, 1.46 g) in DMSO (50 ml) was stirred at room temperature for 16 h, diluted with water (200 ml), extracted with diethyl ether (2×40 ml), the combined extracts washed with saturated aqueous sodium chloride (40 ml), dried over sodium sulphate and evaporated, to give the product as a pale yellow oil (2.46 g). M+ 227; 360 MHz 1H n.m.r (CDCl3) 7.52 (1H, s), 7.45-7.42 (1H, m), 7.31-7.25 (2H, m), 3.58 (2H, t, 7.0 Hz), 2.85 (2H, t, J 7.0 Hz).

Provenance & Evidence