Reaktion #46757

Reaktionsgleichung

Methyl iodide

K2CO3

4-hydroxy-2-fluoro-1-nitrobenzene

→

desired product

4-Methoxy-2-fluoro-1-nitrobenzene

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 2 L round bottom flask equipped with a stir bar
2. 2
   Temperaturreflux condenser
3. 3
   Temperaturheated
4. 4
   Temperaturat reflux temperatures
5. 5
   SonstigeThe acetonitrile was removed
6. 6
   workup.ADDITIONethyl acetate (1 L) and H2O (700 mL) were added
7. 7
   SonstigeThe heterogeneous mixture was transferred to a separatory funnel
8. 8
   Sonstigewhere the aqueous phase was separated
9. 9
   Extraktionre-extracted with ethyl acetate (2×200 mL)
10. 10
    Waschenwashed with H2O (2×500 mL), brine (500 mL)
11. 11
    Trocknendried over MgSO4
12. 12
    Filtrationfiltered
13. 13
    Einengenconcentrated under reduced pressure

Vorschrift

A 2 L round bottom flask equipped with a stir bar and reflux condenser was charged with acetonitrile (1 L), K2CO3 (263 g, 1.9 mol) and 4-hydroxy-2-fluoro-1-nitrobenzene (100 g, 0.64 mol). Methyl iodide (271 g, 1.9 mol) was added to the reaction mixture and heated at reflux temperatures with vigorous stirring for 5 h. The acetonitrile was removed and ethyl acetate (1 L) and H2O (700 mL) were added. The heterogeneous mixture was transferred to a separatory funnel where the aqueous phase was separated and re-extracted with ethyl acetate (2×200 mL). The organic phases were combined and washed with H2O (2×500 mL), brine (500 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give the desired product as a slightly yellow solid (107 g, 98%).

Quelle