反応 #6944

反応方程式

chloroacetonitrile

methyl iodide

2,4-pentanedione

K2CO3

CS2

→

desired product

4-Acetyl-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile

溶媒

water

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction stirred 1 hour
2. 2
   温度then warmed to room temperature
3. 3
   workup.STIRRINGstirred for an additional 2 hours
4. 4
   温度The reaction mixture was again cooled to 0° C.
5. 5
   温度The resulting mixture was warmed to room temperature
6. 6
   workup.WAITAfter 12 hours
7. 7
   workup.STIRRINGthe resulting suspension was stirred overnight

実験手順

To a slurry of 2,4-pentanedione (20 mmol) and K2CO3 (3 equivalents, 60 mmol) in DMF (10 mL) was added CS2 (1.2 equivalents, 24 mmol) and the resulting mixture stirred for 10 minutes. The mixture was cooled to 0° C. then chloroacetonitrile (1.0 equivalent, 20 mmol) was added and the reaction stirred 1 hour then warmed to room temperature and stirred for an additional 2 hours. The reaction mixture was again cooled to 0° C. and methyl iodide (1.05 equivalents, 22 mmol) was added slowly. The resulting mixture was warmed to room temperature. After 12 hours, water was added and the resulting suspension was stirred overnight. The desired product was isolated by filtration after washing with water.

出典