Triethylamine → HCID 57845129, compound

Participants

Reaction Steps

To a solution of (E)-3-(4-bromothiophen-2-yl)acrylic acid (9.30 g, 39.9 mmol) in acetone (100 mL), triethylamine (4.24 g, 41.9 mmol) was added under nitrogen atmosphere. At 0° C., isobutyl chloroformiate (5.72 g, 41.9 mmol) was slowly added and then, the mixture was stirred for 1 h. 4.67 g (71.8 mmol) of sodium azide dissolved in 10 mL of water was slowly added at 0° C., the mixture was stirred at 0° C. for a further hour and then warmed up to room temperature overnight. The reaction mixture was extracted with EA/water. The organic phase was washed aq. NaHCO3 solution and then with brine. The organic phase was dried over MgSO4, concentrated to dryness and the residue was purified by trituration with diisopropyl ether to afford a bright beige solid (9.00 g, 34.9 mmol). Yield: 87%.

Provenance & Evidence