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N-bromobutanimide → 4-bromo-2,2-dimethyl-5-(4-nitrophenyl)furan-3(2H)-one

HRID 655418
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반응식

HRID 655418 반응식
[CH3:1][C:2]1([CH3:17])[C:6](=[O:7])[CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[O:3]1.C1C(=O)N([Br:25])C(=O)C1>C(Cl)(Cl)Cl>[Br:25][C:5]1[C:6](=[O:7])[C:2]([CH3:17])([CH3:1])[O:3][C:4]=1[C:8]1[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 593547702,2-dimethyl-5-(4-nitrophenyl)furan-3(2H)-one

생성물 1

HCID 593547574-bromo-2,2-dimethyl-5-(4-nitrophenyl)furan-3(2H)-one수율 44%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a 0° C. stirred solution of crude 2,2-dimethyl-5-(4-nitrophenyl)furan-3(2H)-one (170 mg, 0.73 mmol, 1 eq) in CHCl3 (10 mL) was added NBS (259 mg, 1.45 mmol, 2 eq), and the reaction mixture was then stirred at RT for 2 h. The chloroform was removed and the crude material was then purified via silica gel column chromatography eluting with 10% EtOAc in hexanes to afford 4-bromo-2,2-dimethyl-5-(4-nitrophenyl)furan-3(2H)-one (100 mg, 44%) as a yellow solid.

후처리

  1. customThe chloroform was removed
  2. customthe crude material was then purified via silica gel column chromatography
  3. washeluting with 10% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-b0f9644750e14f6691938545cefd646e
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071595B2

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