反応 #4989

反応方程式

vinylbenzyl chloride

sodium acetylacetonate

sodium iodide

vinylbenzyl chloride

acetone

acetone

→

3-vinylbenzyl Acetylacetone

反応条件

後処理

1. 1
   その他An ice bath was used
2. 2
   その他the pot temperature below 50°
3. 3
   workup.ADDITIONduring the addition
4. 4
   温度The solution was maintained at 45°-50° C. until NMR samples
5. 5
   その他placed in the refrigerator overnight
6. 6
   ろ過The sodium chloride was then filtered
7. 7
   その他the acetone removed at room temperature under reduced pressure
8. 8
   workup.ADDITIONThe crude product was then added to an excess of toluene (800 ml)
9. 9
   その他to precipitate any remaining sodium salts
10. 10
    ろ過The solution was again filtered
11. 11
    その他the toluene was removed at temperatures below 50° C. under reduced pressure

実験手順

To 308 g of sodium acetylacetonate and 30 g of sodium iodide in 100 mL acetone (dried over 3A molecular sieves) was added dropwise 282 ml vinylbenzyl chloride (70% Meta, 30% Para), in 600 ml acetone. An ice bath was used to keep the pot temperature below 50° during the addition. The solution was maintained at 45°-50° C. until NMR samples showed no residual vinylbenzyl chloride (about 1 hour). The pot was then cooled to room temperature and placed in the refrigerator overnight. The sodium chloride was then filtered and the acetone removed at room temperature under reduced pressure. The crude product was then added to an excess of toluene (800 ml) to precipitate any remaining sodium salts. The solution was again filtered and the toluene was removed at temperatures below 50° C. under reduced pressure.

出典