o-Iodonitrobenzene → 2-(2-nitrophenyl)thiophene

HRID 1987700노트

반응식

HRID 1987700 반응식
C([Sn](CCCC)(CCCC)[C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)CCC.I[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N+:26]([O-:28])=[O:27]>CN(C)C=O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[N+:26]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)([O-:28])=[O:27]

참가 물질

5

반응물 2

HCID 69115o-IodonitrobenzeneHCID 27793732-(Tri-n-butylstannyl)thiophene

생성물 1

HCID 91672612-(2-nitrophenyl)thiophene수율 80%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

실험 절차

Bis(triphenylphosphine)palladium(II) chloride (350 mg) and 2-(tributylstannyl)thiophene (57 g, 0.15 mol) were added to a solution of 1-iodo-2-nitrobenzene (35 g, 0.14 mol) in 500 ml of N,N-dimethylformamide. This mixture was heated for 16 h to 100° C. After concentration in vacuo, the residue was taken up in diethyl ether, washed with water and brine, dried over magnesium sulfate and evaporated. The remaining oil was purified by silica gel chromatography using ethyl acetate and hexane as eluents, yielding 23 g of 2-(2-nitro-phenyl)-thiophene.

후처리

  1. temperatureThis mixture was heated for 16 h to 100° C
  2. concentrationAfter concentration in vacuo
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe remaining oil was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-e71e761870a84f0b9ce3eb9688edd67e
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553798B2

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