Reaktion #216569

Reaktionsgleichung

water

N-(7-fluoro-4-propargyl-2H-1,4-benzoxazine-3(4H)-one-6-yl)-acetimidoylchloride

3,4,5,6-tetrahydrophthalamic acid monomethyl ester

triethylamine

→

N-acetyl-N-(7-fluoro-4-propargyl-2H-1,4-benzoxazine-3(4H)-one-6-yl)-3,4,5,6tetrahydrophthalamic acid methyl ester

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid stand
2. 2
   Temperaturto cool the same, it
3. 3
   workup.ADDITIONwas poured
4. 4
   Sonstigethe organic layer was separated
5. 5
   WaschenThe organic layer was washed first with water
6. 6
   Trocknenwith saturated brine, and then dried
7. 7
   EinengenThe solvent was concentrated
8. 8
   workup.ADDITIONthe residue was treated by silica gel column chromatography (development solvent: ethyl acetate/n-hexane)

Vorschrift

First, 0.44 g of N-(7-fluoro-4-propargyl-2H-1,4-benzoxazine-3(4H)-one-6-yl)-acetimidoylchloride and 0.29 g of 3,4,5,6-tetrahydrophthalamic acid monomethyl ester were dissolved in 15 ml of benzene, and 0.17 g of triethylamine was added to the solution at room temperature. After that the stirring was continued for 2 hr at 60° C. After letting the reaction liquid stand to cool the same, it was poured into cool water, and then the organic layer was separated therefrom. The organic layer was washed first with water and then with saturated brine, and then dried by using anhydrous magnesium sulfate. The solvent was concentrated, and then the residue was treated by silica gel column chromatography (development solvent: ethyl acetate/n-hexane) to obtain N-acetyl-N-(7-fluoro-4-propargyl-2H-1,4-benzoxazine-3(4H)-one-6-yl)-3,4,5,6tetrahydrophthalamic acid methyl ester. The melting point was 153°-154° C.

Quelle