反応 #543537

反応方程式

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

収率 49.9%

溶媒

—

hexanes

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他the flask was placed in an oil bath
3. 3
   温度The reaction was heated to 60 C
4. 4
   温度cooled to 47 C
5. 5
   その他The resulting solids were removed by filtration
6. 6
   洗浄The aqueous layer was washed with warm hexanes
7. 7
   ろ過The resulting solids were filtered from the hexane layer
8. 8
   その他recrystallized
9. 9
   温度from warm hexanes

実験手順

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.

出典