反应 #554603

反应方程式

benzo[b]thiophene-2-sulfonyl chloride

nitric acid

→

product

mono nitro-benzo[b]thiophene-2-sulfonyl chloride

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度the resulting mixture was refluxed overnight
2. 2
   其他The organic layer was separated
3. 3
   萃取the aqueous layer was extracted by 220 mL 2 dichloromethane
4. 4
   干燥dried over MgSO4
5. 5
   其他Solvent was then removed by rotary evaporator
6. 6
   其他The crude product was purified by flash column chromatography with an eluent of hexane

实验过程

To a solution of benzo[b]thiophene-2-sulfonyl chloride (1.165 g, 5 mmol) in 25 mL of dichloromethane was added 3.6 mL of concentrated nitric acid (≧22.05 mol/L) dropwise, the resulting mixture was refluxed overnight and cooled to room temperature before it was poured into 20 gram of crushed ice. The organic layer was separated and the aqueous layer was extracted by 220 mL 2 dichloromethane. The organic layers were combined and dried over MgSO4. Solvent was then removed by rotary evaporator. The crude product was purified by flash column chromatography with an eluent of hexane, followed by a gradient eluent of hexane/ethyl acetate (6/1-3/1) to afford 0.58 g of product (mixture of 65% of 4-nitro-benzo[b]thiophene-2-sulfonyl chloride and 35% of 7-nitro-benzo[b]thiophene-2-sulfonyl chloride).

来源