تفاعل #10030

معادلة التفاعل

N-methylformanilide

butyl vinyl ether

bis-trichloromethylcarbonate

sodium hydroxide

→

pure compound

المردود 69.0%

N-methyl-N-phenylaminoacrolein

المردود 69.0%

المذيبات

Water

clorobenzene

clorobenzene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is cooled at about 5–10° C.
2. 2
   أخرىAfter separation of the phases
3. 3
   استخلاصthe aqueous layer is extracted with chlorobenzene (50 ml)
4. 4
   غسيلthe combined organic layers are washed with water (20 ml)
5. 5
   أخرىevaporated under reduced pressure
6. 6
   workup.ADDITIONTo the residue tert-butyl methyl ether (50 ml) is added
7. 7
   درجة الحرارةthe mixture is cooled at −15° C. for 1 hour
8. 8
   ترشيحThe precipitate is filtered on Buchner
9. 9
   غسيلwashed twice with tert-butyl methyl ether (25 ml×2)
10. 10
    أخرىdried at 30–35° C. under vacuum overnight

الإجراء التجريبي

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)

المصدر