반응 #1379894

반응 방정식

water

Acryloyl chloride

dichloromethane

hydroxylamine

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

dichloromethane

→

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

반응 조건

후처리

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

실험 절차

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).

출처