반응 #543537

반응 방정식

6-chloro-2H-1,3-benzoxazine-2,4(3H)-dione

DMF

1,10-dibromodecane

DMF

Diisopropylethylamine

→

6-chloro-3-(10-bromodecyl)-2H-1,3-benzoxazine-2,4(3H)-dione

수율 49.9%

용매

—

hexanes

water

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타the flask was placed in an oil bath
3. 3
   온도The reaction was heated to 60 C
4. 4
   온도cooled to 47 C
5. 5
   기타The resulting solids were removed by filtration
6. 6
   세척The aqueous layer was washed with warm hexanes
7. 7
   여과The resulting solids were filtered from the hexane layer
8. 8
   기타recrystallized
9. 9
   온도from warm hexanes

실험 절차

A slurry of 9.77 g of 6-chloro-2H-1,3-benzoxazine-2,4(3H)-dione (50 mmol) and 60 ml of DMF was treated with a solution of 1,10-dibromodecane (52.52 g, 0.175 mol) and DMF (60 ml) was added. Diisopropylethylamine (9.6 ml, 55 mmol) was added dropwise. A thermometer and condenser were attached, and the flask was placed in an oil bath. The reaction was heated to 60 C. for approximately 3 hrs, cooled to 47 C. and hexanes (150 ml) were added. The mixture was diluted with water (175 ml). The resulting solids were removed by filtration. The aqueous layer was washed with warm hexanes. The resulting solids were filtered from the hexane layer and recrystallized from warm hexanes to give 10.39 g of 6-chloro-3-(10-bromodecyl)-2H-1,3-benzoxazine-2,4(3H)-dione.

출처