反应 #1002834

反应方程式

HCl

5-methylthiophene-2-carbaldehyde

nitromethane

sodium hydroxide

→

2-methyl-5-(2-nitrovinyl)thiophene

收率 72.3%

溶剂

methanol

反应条件

后处理

1. 1
   其他reaction for 15 minutes
2. 2
   workup.STIRRINGstir overnight
3. 3
   其他Extract product with ethyl acetate, separate organics
4. 4
   干燥dry with magnesium sulfate
5. 5
   浓缩concentrate on rotovap

实验过程

Cool a solution of 5-methylthiophene-2-carbaldehyde (1 g, 7.9 mmol, 1 eq) and nitromethane (484 mg, 7.9 mmol, 1 eq) in methanol (3 mL) to 10° C. Add sodium hydroxide (332 mg, 8.3 mmol, 1.05 eq) as an aqueous solution (1.5 mL) to the reaction mixture. Stir reaction for 15 minutes and add ice water. Add this mixture to an aqueous HCl solution (1.67 mL concentrated HCl in 2.4 mL water) and stir overnight. Extract product with ethyl acetate, separate organics, dry with magnesium sulfate, and concentrate on rotovap to give 2-methyl-5-(2-nitrovinyl)thiophene (966 mg, 72% yield) as a crude solid.

来源