Reaktion #71557

Reaktionsgleichung

4-nitrophenol

triethylamine

ethyl acetate

water

→

4-nitrophenyl isopropyl carbonate

Lösungsmittel

tetrahydrofuran

isopropyl chloroformate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling on ice
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with a saturated sodium chloride aqueous solution
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Sonstigefollowed by solvent removal by evaporation under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of ethyl acetate
7. 7
   Waschenwashed with a 5% potassium carbonate aqueous solution
8. 8
   Trocknena saturated sodium chloride aqueous solution successively and dried over anhydrous magnesium sulfate
9. 9
   SonstigeAfter removing the solvent
10. 10
    Sonstigeby evaporation under reduced pressure

Vorschrift

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.

Quelle