反応 #6942

反応方程式

MeI

3-(4-Chloro-phenyl)-3-oxo-propionitrile

K2CO3

1-chloro-propan-2-one

CS2

→

desired product

5-Acetyl-2-methylsulfanyl-4-(4-chloro-phenyl)-thiophene-3-carbonitrile

溶媒

DMF

DMF

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe resulting mixture stirred at room temperature for an additional 10 minutes
2. 2
   workup.WAITAfter 1 hour
3. 3
   workup.WAITafter 30 minutes
4. 4
   workup.ADDITIONthe mixture was poured onto water
5. 5
   workup.STIRRINGthe resulting mixture was stirred vigorously for 12–16 hours
6. 6
   その他to afford

実験手順

3-(4-Chloro-phenyl)-3-oxo-propionitrile (5 mmol) was added to a suspension of K2CO3 (3 equivalents, 15 mmol) in DMF (4.5 mL) and allowed to stir at room temperature. After 10 minutes, CS2 (1.25 equivalents, 7.5 mmol) was added in one portion and the resulting mixture stirred at room temperature for an additional 10 minutes then a solution of 1-chloro-propan-2-one (1.0 equivalent, 5 mmol) in DMF (5 mL) was added. After 1 hour, a solution of MeI (1.1 equivalents, 5.5 mmol) in DMF (2 mL) was added in a dropwise fashion then, after 30 minutes, the mixture was poured onto water and the resulting mixture was stirred vigorously for 12–16 hours to afford a suspension of the desired product. The crude product was isolated by filtration.

出典