تفاعل #9730

معادلة التفاعل

Bromine

methyl 2-methyl-3-furancarboxylate

sodium thiosulfate

→

title compound

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

المذيبات

1,4-dioxane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITat ambient temperature for 18 hours
3. 3
   استخلاصwas then extracted with ethyl acetate
4. 4
   تجفيفThe organic layer was dried with brine and over magnesium sulfate
5. 5
   أخرىThe product isolated
6. 6
   أخرىafter evaporation of the solvent
7. 7
   أخرىwas further purified by flash column chromatography

الإجراء التجريبي

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.

المصدر