تفاعل #464746

معادلة التفاعل

Methylmagnesium bromide

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

ammonium chloride

ethyl acetate

→

N-(3,5-dichlorophenyl)-2[2,3-dihydro-6-(1-hydroxyethyl)-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl]-2-methylpropanamide

المذيبات

ether

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   غسيلThe organic phase was washed (brine)
2. 2
   تجفيفdried (magnesium sulphate)
3. 3
   أخرىevaporated
4. 4
   أخرىThe residue was purified
5. 5
   أخرىby dry column chromatography on silica gel
6. 6
   غسيلeluting with dichloromethane/ethyl acetate

الإجراء التجريبي

Methylmagnesium bromide (1.7 ml of a 3M solution in ether) was added dropwise to a stirred solution of N-(3,5-dichlorophenyl)-2-(6-formyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (1.0 g) in dry tetrahydrofuran under an inert atmosphere at -5° C. After 1 hour at that temperature, ammonium chloride solution (saturated) and ethyl acetate were added. The organic phase was washed (brine), dried (magnesium sulphate) and evaporated. The residue was purified by dry column chromatography on silica gel, eluting with dichloromethane/ethyl acetate to give N-(3,5-dichlorophenyl)-2[2,3-dihydro-6-(1-hydroxyethyl)-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl]-2-methylpropanamide (compound 123, 0.27 g) as a cream solid, m.p. 85-88° C.

المصدر