Triethylamine → HCID 53865625, compound

Participants

Reaction Conditions

Reaction Steps

In an oven-dried three-necked flask were placed a mixture of 3-(furan-3-yl)prop-2-enoic acid (20.0 g, 145 mmol) and dry triethylamine (17.2 g, 171 mmol) in acetone (200 mL, dried over anhydrous MgSO4). The mixture was cooled to 0 to 2° C. To the cold mixture, isobutyl chloroformate (25.2 mL, 193 mmol) was added at 0° C. The mixture was stirred at 0 to 2° C. for 30 min, then a solution of sodium azide (14.0 g, 215 mmol) in water (60 mL) was added slowly at 0° C. The reaction mixture was stirred for 1 h at the same temperature. It was quenched with an ice-water (500 mL) and the title azide was extracted with toluene (4×100 mL), dried over an anhydrous sodium sulfate and filtered. The filtrate containing the crude title compound was used as such for the next reaction.

Provenance & Evidence