반응 #10030

반응 방정식

N-methylformanilide

butyl vinyl ether

bis-trichloromethylcarbonate

sodium hydroxide

→

pure compound

수율 69.0%

N-methyl-N-phenylaminoacrolein

수율 69.0%

용매

Water

clorobenzene

clorobenzene

반응 조건

후처리

1. 1
   온도the mixture is cooled at about 5–10° C.
2. 2
   기타After separation of the phases
3. 3
   추출the aqueous layer is extracted with chlorobenzene (50 ml)
4. 4
   세척the combined organic layers are washed with water (20 ml)
5. 5
   기타evaporated under reduced pressure
6. 6
   workup.ADDITIONTo the residue tert-butyl methyl ether (50 ml) is added
7. 7
   온도the mixture is cooled at −15° C. for 1 hour
8. 8
   여과The precipitate is filtered on Buchner
9. 9
   세척washed twice with tert-butyl methyl ether (25 ml×2)
10. 10
    기타dried at 30–35° C. under vacuum overnight

실험 절차

To a solution of N-methylformanilide (30 g), butyl vinyl ether (22.2 g) in 25 ml of clorobenzene under stirring at 10° C., a solution of bis-trichloromethylcarbonate (24.3 g) in 50 ml of clorobenzene is added dropwise in 2 hours. The reaction mixture is kept under stirring at room temperature overnight. Water (50 ml) is added, the mixture is cooled at about 5–10° C. and the pH is corrected to about 7 by adding sodium hydroxide 30% aqueous solution (50 ml). After separation of the phases, the aqueous layer is extracted with chlorobenzene (50 ml) and the combined organic layers are washed with water (20 ml) and evaporated under reduced pressure. To the residue tert-butyl methyl ether (50 ml) is added and the mixture is cooled at −15° C. for 1 hour. The precipitate is filtered on Buchner, washed twice with tert-butyl methyl ether (25 ml×2) and dried at 30–35° C. under vacuum overnight. 24.66 g of pure compound are obtained (69% molar yield)

출처