Reaktion #537361

Reaktionsgleichung

sodium methoxide

2-chloro-5-nitropyrimidine

→

2-methoxy-5-nitropyrimidine

Ausbeute 134.3%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 1 hr
3. 3
   TemperaturAfter cooling
4. 4
   Einengenthe mixture was concentrated in vacuo
5. 5
   Extraktionextracted with EtOAc
6. 6
   Waschenwashed with water
7. 7
   ExtraktionThe aqueous layer was extracted with CHCl3
8. 8
   Trocknenthe combined organic layers were dried (Na2SO4)
9. 9
   Einengenconcentrated

Vorschrift

To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) δ9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).

Quelle