Réaction #71557

Équation de réaction

4-nitrophenol

triethylamine

ethyl acetate

water

→

4-nitrophenyl isopropyl carbonate

Solvants

tetrahydrofuran

isopropyl chloroformate

Conditions de réaction

Traitement

1. 1
   Températureunder cooling on ice
2. 2
   AutreThe organic layer was separated
3. 3
   Lavagewashed with a saturated sodium chloride aqueous solution
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Autrefollowed by solvent removal by evaporation under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of ethyl acetate
7. 7
   Lavagewashed with a 5% potassium carbonate aqueous solution
8. 8
   Séchagea saturated sodium chloride aqueous solution successively and dried over anhydrous magnesium sulfate
9. 9
   AutreAfter removing the solvent
10. 10
    Autreby evaporation under reduced pressure

Mode opératoire

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.

Source