Sodium Chloride → 5-Azidomethyl-3-(5-bromo-thien-2-yl)-4,5-dihydro-isoxazole

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Reaction Conditions

Reaction Steps

Methanesulfonic acid 3-(5-bromo-thien-2-yl)-4,5-dihydro-isoxazol-5-ylmethyl ester (9 g, 26.4 mmol) was added to dimethyl formamide (25 ml) followed by addition of sodium azide (3.4 g, 52.8 mmol). The mixture was heated to 75° C. for five hours and then added to aqueous sodium chloride (100 ml) followed by extraction with ethyl acetate (3×200 ml). The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo to yield the desired product (7.4 g).

Provenance & Evidence