反应 #1379894

反应方程式

water

Acryloyl chloride

dichloromethane

hydroxylamine

N-Methyl,N-(tert-butyldiphenylsilyl)hydroxylamine

dichloromethane

→

N-Methyl,N-(tert-butyldiphenylsilyloxy)acrylamide

反应条件

后处理

1. 1
   workup.ADDITIONN,Ndiisopropylethylamine was added
2. 2
   其他the two layers were separated
3. 3
   洗涤The organic layer was washed with 10% ammonium chloride, saturated bicarbonate solution, and brine
4. 4
   干燥The organic solution was then dried with magnesium sulfate
5. 5
   过滤filtered
6. 6
   其他the solvent evaporated under reduced pressure
7. 7
   其他The crude product was purified by flash chromatography (silica gel)
8. 8
   workup.ADDITIONa mixture of hexane and ethyl acetate
9. 9
   洗涤to elute the compound
10. 10
    其他The purification

实验过程

Dry dichloromethane (50 mL) was added to N-Methyl,N-(tert-butyldiphenylsilyl)hydroxylamine to dissolve the hydroxylamine derivative. N,Ndiisopropylethylamine was added. The resulting solution was stirred and cooled at 0° C. with an ice bath. Acryloyl chloride in 10 mL of dry dichloromethane was added. Then water was added and the two layers were separated. The organic layer was washed with 10% ammonium chloride, saturated bicarbonate solution, and brine. The organic solution was then dried with magnesium sulfate, filtered, and the solvent evaporated under reduced pressure. The crude product was purified by flash chromatography (silica gel) using a mixture of hexane and ethyl acetate to elute the compound. The purification produced N-Methyl,N-(tert-butyldiphenylsilyloxy)acrylamide (28).

来源