Reaktion #327734

Reaktionsgleichung

tert-butyl 4-hydroxypyridin-2-ylcarbamate

1-fluoro-2-methyl-4-nitrobenzene

K2CO3

→

product

Ausbeute 30.0%

tert-butyl 4-(2-methyl-4-nitrophenoxy)pyridin-2-ylcarbamate

Ausbeute 30.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was cooled to room temperature
2. 2
   ExtraktionThe reaction mixture was extracted several times with ethyl acetate
3. 3
   EinengenThe combined organics were concentrated under reduced pressure
4. 4
   SonstigeThe residue was chromatographed (20% ethyl acetate in hexanes)

Vorschrift

To a solution of tert-butyl 4-hydroxypyridin-2-ylcarbamate (4.12 g, 19.6 mmol) and 1-fluoro-2-methyl-4-nitrobenzene (3.34 g, 21.6 mmol) in DMF (40 mL) was added K2CO3 (4.06 g, 29.04 mmol). After heating to 65° C. for 64 hours, the mixture was cooled to room temperature and poured into ice water (200 mL). The reaction mixture was extracted several times with ethyl acetate. The combined organics were concentrated under reduced pressure. The residue was chromatographed (20% ethyl acetate in hexanes) to provide the product (2.03 g, 30%).

Quelle