Reaktion #480549

Reaktionsgleichung

2-chloro-3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-6-trifluoromethyl-4(3H)-pyrimidinone

acetone oxime

potassium carbonate

tetrahydrofuran

→

3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-2-[(1-methylethylidene)aminooxy]-6-trifluoromethyl-4(3H)-pyrimidinone

Ausbeute 93.3%

Lösungsmittel

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 5 hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   TrocknenThe organic phase was dried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by column chromatography on silica gel(50% ethyl acetate/hexane)
7. 7
   Sonstigeto give compound II-11 (1.54 g, yield 93.3%) as a white amorphous solid, m.p 70-80° C.

Vorschrift

A mixture of 2-chloro-3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-6-trifluoromethyl-4(3H)-pyrimidinone(1.52 g, 0.0036 mol), acetone oxime(0.26 g, 0.0036 mol), potassium carbonate(0.50 g, 0.0036 mol) and tetrahydrofuran(15 ml) was heated under reflux for 5 hours. The reaction mixture was poured into brine, and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel(50% ethyl acetate/hexane) to give compound II-11 (1.54 g, yield 93.3%) as a white amorphous solid, m.p 70-80° C.

Quelle