FURAN-2-ACRYLICACIDAZIDE

反应条件: temp:-1.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an oven dried three-necked round-bottom flask (3 L) fitted with a mechanical stirrer, a nitrogen inlet, a thermometer and addition funnel was placed a mixture of β-(2-furyl)acrylic acid (60.0 g, 434 mmol) and dry triethylamine (51.6 g, 510 mmol) in acetone (600 mL, dried over anhydrous MgSO4). The mixture was cooled to −2 to 0° C. To the cold mixture, isobutyl chloroformate (79.2 g, 580 mmol) was added at 0° C. gradually over a period of time. After completion of addition, the reaction mixture was stirred at 0˜2° C. for 1 h. Then a solution of sodium azide (42.0 g, 646 mmol) in water (180 mL) was added slowly at 0˜5° C. The resulting mixture was stirred at the same temperature for 1 h. The reaction mixture was then quenched with ice-cold water (1.7 L). The desired product was extracted with toluene (4×500 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was used in next reaction as such. In an oven dried three-necked round-bottom flask (3 L) fitted with a mechanical stirrer, a nitrogen inlet a thermometer and addition funnel After completion of addition The resulting mixture was stirred at the same temperature for 1 h The reaction mixture was then quenched with ice-cold water (1.7 L) The desired product was extracted with toluene (4×500 mL) dried over anhydrous sodium sulfate filtered The filtrate was used in next reaction as such

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a mixture of (2E)-3-(2-furyl)acrylic acid (660 g, 4.78 mol) and triethylamine (800 mL, 5.74 mol) in tetrahydrofuran (960 mL) was added diphenylphosphoryl azide (1.13 L, 5.26 mol) under ice-cooling. After stirring at room temperature for 4 hr, the reaction solution was poured into a mixture of ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with methanol to give the title compound (580 g, yield 74%). cooling the mixture was extracted with ethyl acetate The extract was dried over anhydrous sodium sulfate the solvent was evaporated under reduced pressure The residue was washed with methanol

反应条件: temp:-1.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an oven dried three-necked round-bottom flask (3 L) fitted with a mechanical stirrer, a nitrogen inlet, a thermometer and addition funnel was placed a mixture of β-(2-furyl)acrylic acid (60.0 g, 434 mmol) and dry triethylamine (51.6 g, 510 mmol) in acetone (600 mL, dried over anhydrous MgSO4). The mixture was cooled to −2 to 0° C. To the cold mixture, isobutyl chloroformate (79.2 g, 580 mmol) was added at 0° C. gradually over a period of time. After completion of addition, the reaction mixture was stirred at 0˜2° C. for 1 h. Then a solution of sodium azide (42.0 g, 646 mmol) in water (180 mL) was added slowly at 0˜5° C. The resulting mixture was stirred at the same temperature for 1 h. The reaction mixture was then quenched with ice-cold water (1.7 L). The desired product was extracted with toluene (4×500 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was used in next reaction as such. In an oven dried three-necked round-bottom flask (3 L) fitted with a mechanical stirrer, a nitrogen inlet a thermometer and addition funnel After completion of addition The resulting mixture was stirred at the same temperature for 1 h The reaction mixture was then quenched with ice-cold water (1.7 L) The desired product was extracted with toluene (4×500 mL) dried over anhydrous sodium sulfate filtered The filtrate was used in next reaction as such