反応 #347516

反応方程式

4-phenoxyphenol

pyridine

4-nitrophenyl chloroformate

→

light yellow crystalline solid

収率 100.0%

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

収率 100.0%

溶媒

methylene chloride

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition the reaction
2. 2
   抽出The reaction was extracted two times with 1N HCl, multiple times with saturated Na2CO3
3. 3
   乾燥dried (MgSO4)
4. 4
   その他the solvent removed under reduced pressure

実験手順

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.

出典