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

HRID 1987700ノート

反応式

HRID 1987700 の反応式
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]

参加物

5

反応物 2

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

生成物 1

HCID 91672612-(2-nitrophenyl)thiophene収率 80%

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e71e761870a84f0b9ce3eb9688edd67e
出典データセット
uspto-grants-2009_06
特許番号
US07553798B2

反応ノート

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