反応 #10030

反応方程式

N-methylformanilide

butyl vinyl ether

bis-trichloromethylcarbonate

sodium hydroxide

→

pure compound

収率 69.0%

N-methyl-N-phenylaminoacrolein

収率 69.0%

溶媒

Water

clorobenzene

clorobenzene

反応条件

後処理

1. 1
   温度the mixture is cooled at about 5–10° C.
2. 2
   その他After separation of the phases
3. 3
   抽出the aqueous layer is extracted with chlorobenzene (50 ml)
4. 4
   洗浄the combined organic layers are washed with water (20 ml)
5. 5
   その他evaporated under reduced pressure
6. 6
   workup.ADDITIONTo the residue tert-butyl methyl ether (50 ml) is added
7. 7
   温度the mixture is cooled at −15° C. for 1 hour
8. 8
   ろ過The precipitate is filtered on Buchner
9. 9
   洗浄washed twice with tert-butyl methyl ether (25 ml×2)
10. 10
    その他dried at 30–35° C. under vacuum overnight

実験手順

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)

出典