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Water → ethyl 6-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate

HRID 518125
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반응식

HRID 518125 반응식
[CH3:1][C:2]1[S:9][C:8]2[CH:7]=[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[NH:5][C:4]=2[CH:3]=1.[Br:15]N1C(=O)CCC1=O.O>O1CCCC1>[Br:15][C:7]1[C:8]2[S:9][C:2]([CH3:1])=[CH:3][C:4]=2[NH:5][C:6]=1[C:10]([O:12][CH2:13][CH3:14])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 1438928ethyl 2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate

생성물 1

HCID 1448019ethyl 6-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate수율 69.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of ethyl 2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate (1.0 g) in tetrahydrofuran (10 mL) was added N-Bromosuccinimide (0.94 g) under ice-cooling, and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture was added water and the resulting mixture was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=97/3−76/24) to give the title compound (0.96 g).

후처리

  1. temperaturecooling
  2. extractionthe resulting mixture was extracted with ethyl acetate
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe obtained residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=97/3−76/24)

출처 및 근거

ORD 기록
ord-d7dfb078f25547c38e55d5827a6a83b6
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115144B2

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