反応 #8729

反応方程式

3-methylthiophene

dichloromethane

sulfuryl chloride

dichloromethane

chlorosulfonic acid

→

oil

収率 25.0%

2,5-Dichloro-4-methylthiophene-3-sulfonyl chloride

収率 25.0%

反応条件

後処理

1. 1
   濃縮The reaction was concentrated
2. 2
   workup.DISSOLUTIONredissolved in dichloromethane (30 mL)
3. 3
   温度cooled to −10° C
4. 4
   温度The reaction was maintained at −10° C. for 30 minutes
5. 5
   workup.WAITat ambient temperature for 16 hours
6. 6
   抽出extracted with dichloromethane (50 mL)
7. 7
   乾燥The organic layer was dried (Mg2SO4)
8. 8
   濃縮concentrated

実験手順

To a cooled (10° C.) solution of 3-methylthiophene (5 g, 50 mmol) in dichloromethane (15 mL) was added a solution of sulfuryl chloride (8.6 mL) in dichloromethane (5 mL). The reaction mixture was maintained at 10° C. for 30 minutes, then at ambient temperature for 16 hours. The reaction was concentrated and redissolved in dichloromethane (30 mL) and cooled to −10° C. To the cooled solution was added chlorosulfonic acid (2 mL, 100 mmol). The reaction was maintained at −10° C. for 30 minutes, then at ambient temperature for 16 hours, at which time it was poured into ice water (50 mL) and extracted with dichloromethane (50 mL). The organic layer was dried (Mg2SO4) and concentrated to furnish a brown oil (3.3 g, 25%).

出典