反応 #9730

反応方程式

Bromine

methyl 2-methyl-3-furancarboxylate

sodium thiosulfate

→

title compound

methyl 5-bromo-2-methyl-3-furoate

溶媒

1,4-dioxane

反応条件

後処理

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITat ambient temperature for 18 hours
3. 3
   抽出was then extracted with ethyl acetate
4. 4
   乾燥The organic layer was dried with brine and over magnesium sulfate
5. 5
   その他The product isolated
6. 6
   その他after evaporation of the solvent
7. 7
   その他was further purified by flash column chromatography

実験手順

Bromine (2.0 ml) was added drop-wise to a mixture of methyl 2-methyl-3-furancarboxylate (5.0 g) in 1,4-dioxane (35 ml) stirred at 0° C. Stirring was continued at 0° C. for 2 hours and then at ambient temperature for 18 hours. Saturated aqueous sodium thiosulfate was added to the reaction mixture which was then extracted with ethyl acetate. The organic layer was dried with brine and over magnesium sulfate. The product isolated after evaporation of the solvent was further purified by flash column chromatography using cyclohexane:ethyl acetate (19:1) as eluent to give the title compound as a yellow oil.

出典