Reacción #71557

Ecuación de reacción

4-nitrophenol

triethylamine

ethyl acetate

water

→

4-nitrophenyl isopropyl carbonate

Disolventes

tetrahydrofuran

isopropyl chloroformate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder cooling on ice
2. 2
   OtroThe organic layer was separated
3. 3
   Lavadowashed with a saturated sodium chloride aqueous solution
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   Otrofollowed by solvent removal by evaporation under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of ethyl acetate
7. 7
   Lavadowashed with a 5% potassium carbonate aqueous solution
8. 8
   Secadoa saturated sodium chloride aqueous solution successively and dried over anhydrous magnesium sulfate
9. 9
   OtroAfter removing the solvent
10. 10
    Otroby evaporation under reduced pressure

Procedimiento

Into a solution of 3.00 g of 4-nitrophenol and 3.31 mL of triethylamine in 30 mL of tetrahydrofuran, 2.46 mL of isopropyl chloroformate was dropped under cooling on ice. To the reaction mixture, after stirred at the same temperature for 10 min, ethyl acetate and water were added. The organic layer was separated, washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, followed by solvent removal by evaporation under reduced pressure. The residue was dissolved in 50 mL of ethyl acetate, washed with a 5% potassium carbonate aqueous solution and a saturated sodium chloride aqueous solution successively and dried over anhydrous magnesium sulfate. After removing the solvent by evaporation under reduced pressure, 3.00 g of 4-nitrophenyl isopropyl carbonate was obtained as a light yellow solid.

Fuente