Diethyl Ether → (2-Thienyl)diphenylsulfonium Triflate

HRID 432535

反応式

HRID 432535 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[O-:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15].[C:21]1([I+]C2C=CC=CC=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(OCC)C>O.C([O-])(=O)C1C=CC=CC=1.[Cu+2].C([O-])(=O)C1C=CC=CC=1>[O-:16][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:15])=[O:13].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S+:6]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 2737137Diphenyliodonium trifluoromethanesulfonateHCID 27789152-(Phenylthio)thiophene

生成物 1

HCID 22644405(2-Thienyl)diphenylsulfonium Triflate収率 90%

試薬・触媒・溶媒 2

HCID 164650Cupric benzoate触媒HCID 962Water溶媒

実験手順

(2-thienyl)phenylsulfide (2.0 g, 0.0104 mole), diphenyliodonium triflate (5.8 g, 0.0135 mole) and copper benzoate (0.08 g, 0.003 mole) are heated without solvent for 3 hours at 120-145° C. under nitrogen atmosphere. After cooling down, 75 ml ethyl ether was added and the mixture vigorously stirred overnight to achieve solidification. Filtration and washing with ethyl ether yielded a brown solid, which was dissolved in hot water, the solution filtered and the water removed in vacuo. The resulting white solid was stirred in 50 ml ether for 24 hours, the mixture filtered and the residue washed with ethyl ether, yielding 3.9 g (90%) of the title compound, (2-thienyl)diphenylsulfonium triflate. The structure was confirmed by 1H/13C NMR.

後処理

  1. temperatureAfter cooling down
  2. customthe mixture vigorously stirred overnight
  3. filtrationFiltration
  4. washwashing with ethyl ether
  5. customyielded a brown solid, which
  6. filtrationthe solution filtered
  7. customthe water removed in vacuo
  8. filtrationthe mixture filtered
  9. washthe residue washed with ethyl ether

出典と根拠

ORDレコード
ord-f4107906a7e544fe870c5ba652f761d2
出典データセット
uspto-grants-2003_12
特許番号
US06664022B1

関連ノート

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