Reacción #589019

Ecuación de reacción

methyl 2-chloropropionate

4-nitrophenol

K2CO3

sodium iodide

→

14

Rendimiento 31.0%

2-(4-Nitrophenoxy)-propionic acid methyl ester

Rendimiento 31.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed for 20 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (3 L) was added
4. 4
   FiltraciónCrude 14 was filtered
5. 5
   Otrodried
6. 6
   Otrorecrystallised from a mixture of ethyl acetate:hexane (1:5)

Procedimiento

To a mixture of 4-nitrophenol (200 grm, 1.439 mol), anhydrous K2CO3 (800 grm, 5.789 mol) and sodium iodide (10 g, 66.7 mmol) in anhydrous acetone (2.75 L) was added methyl 2-chloropropionate (264 g, 2.154 mol) and refluxed for 20 hours. Acetone was distilled off and water (3 L) was added. Crude 14 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 14 (100 g, 31%) as a white fluffy powder with a m.p between 83-84° C.

Fuente