Reaktion #347516

Reaktionsgleichung

4-phenoxyphenol

pyridine

4-nitrophenyl chloroformate

→

light yellow crystalline solid

Ausbeute 100.0%

Carbonic Acid (4-nitrophenyl)ester (4-phenoxy-phenyl)ester

Ausbeute 100.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition the reaction
2. 2
   ExtraktionThe reaction was extracted two times with 1N HCl, multiple times with saturated Na2CO3
3. 3
   Trocknendried (MgSO4)
4. 4
   Sonstigethe solvent removed under reduced pressure

Vorschrift

A solution of 4-phenoxyphenol (50 g, 0.27 mol) and pyridine (22 mL, 0.27 mol) in 500 mL of methylene chloride was added under nitrogen dropwise over 1.5 hours to a solution of 4-nitrophenyl chloroformate (54 g, 0.27 mol) at room temperature. After the addition the reaction was stirred overnight at room temperature. The reaction was extracted two times with 1N HCl, multiple times with saturated Na2CO3, dried (MgSO4) and the solvent removed under reduced pressure to give 94.86 g of a light yellow crystalline solid. Recrystallization from methylene chloride-diisopropyl ether gave 69.13 g (73%) of the title compound as a light tan crystalline solid, mp 113°-115° C.

Quelle