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Sodium Carbonate → Ethyl 5-bromofuran-3-carboxylate

HRID 537060
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HRID 537060 반응식
[O:1]1[CH:5]=[CH:4][C:3]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:2]1.[Br:11]Br.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[Br:11][C:5]1[O:1][CH:2]=[C:3]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:4]=1
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참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 69201Ethyl 3-furoate

생성물 1

HCID 14592142Ethyl 5-bromofuran-3-carboxylate수율 53.3%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a solution of ethyl 3-furoate (50.0 g, 360 mmol) in chloroform (380 mL) was added bromine (56.0 g, 360 mmol) in chloroform. The reaction mixture was allowed to stir at rt overnight and then poured into 10% aqueous Na2CO3. The mixture was extracted with DCM. The organic solutions were combined and washed with water until pH=7. The organic solution was concentrated and then distilled to give ethyl 5-bromo-3-furoate (42 g, 40%).

후처리

  1. extractionThe mixture was extracted with DCM
  2. washwashed with water until pH=7
  3. concentrationThe organic solution was concentrated
  4. distillationdistilled

출처 및 근거

ORD 기록
ord-7406ec14cb494712806516432f970ee3
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859768B2

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