Bromine → Methyl 5-bromo-2-methylfuran-3-carboxylate

HRID 9634

반응식

HRID 9634 반응식
[Br:1]Br.[CH3:3][C:4]1[O:5][CH:6]=[CH:7][C:8]=1[C:9]([O:11][CH3:12])=[O:10].S([O-])([O-])(=O)=S.[Na+].[Na+]>O1CCOCC1>[Br:1][C:6]1[O:5][C:4]([CH3:3])=[C:8]([C:9]([O:11][CH3:12])=[O:10])[CH:7]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 80237Methyl 2-methylfuran-3-carboxylate

생성물 1

HCID 15534190Methyl 5-bromo-2-methylfuran-3-carboxylate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  1. stirringStirring
  2. waitat ambient temperature for 18 hours
  3. extractionwas then extracted with ethyl acetate
  4. dry with materialThe organic layer was dried with brine and over magnesium sulfate
  5. customThe product isolated
  6. customafter evaporation of the solvent
  7. customwas further purified by flash column chromatography

출처 및 근거

ORD 기록
ord-f33b834f86d64fcebdaf4b4e0d91a9c5
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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