تفاعل #464754

معادلة التفاعل

2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoic acid

triphenylphosphine

3-chloroaniline

triethylamine

→

N-(3-chlorophenyl)-2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide

المردود 74.9%

المذيبات

tetrachloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 45 minutes
3. 3
   درجة الحرارةThe reaction mixture was cooled in an ice bath
4. 4
   workup.STIRRINGThe mixture was stirred at ambient temperature for 2 hours
5. 5
   أخرىevaporated under reduced pressure
6. 6
   أخرىthe insoluble material removed by filtration
7. 7
   أخرىThe filtrate was evaporated under reduced pressure
8. 8
   أخرىthe residue purified by chromatography on silica gel
9. 9
   غسيلeluting with ethyl acetate/hexane

الإجراء التجريبي

A mixture of 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoic acid (27.5 g) and triphenylphosphine (34.5 g) in tetrachloromethane (173 ml) and dichloromethane was heated at reflux for 45 minutes. The reaction mixture was cooled in an ice bath and 3-chloroaniline (12.8 g) and then triethylamine (14.0 ml) were added dropwise with stirring. The mixture was stirred at ambient temperature for 2 hours and evaporated under reduced pressure. The residue was suspended in ethyl acetate and the insoluble material removed by filtration. The filtrate was evaporated under reduced pressure and the residue purified by chromatography on silica gel, eluting with ethyl acetate/hexane to give N-(3-chlorophenyl)-2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (28.8 g) as a white solid, m.p. 146.5-149.9° C.

المصدر