反応 #1379894

反応方程式

water

Acryloyl chloride

dichloromethane

hydroxylamine

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

dichloromethane

→

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

反応条件

後処理

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

実験手順

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).

出典