Diethyl Ether → Di-(2-thienyl)phenylsulfonium triflate

HRID 2414215ノート

反応式

HRID 2414215 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1.[O-:12][S:13]([C:16]([F:19])([F:18])[F:17])(=[O:15])=[O:14].[C:20]1([I+]C2C=CC=CC=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(OCC)C>O.C([O-])(=O)C1C=CC=CC=1.[Cu+2].C([O-])(=O)C1C=CC=CC=1>[O-:15][S:13]([C:16]([F:19])([F:18])[F:17])(=[O:14])=[O:12].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S+:6]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 138094Thiophene, 2,2'-thiobis-HCID 2737137Diphenyliodonium trifluoromethanesulfonate

生成物 1

HCID 86587148Di-(2-thienyl)phenylsulfonium triflate収率 78%

試薬・触媒・溶媒 2

HCID 164650Cupric benzoate触媒HCID 962Water溶媒

実験手順

Di-(2-thienyl)sulfide (2.1 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 a 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 ethyl ether for 24 hours, the mixture filtered and the residue washed with ethyl ether, yielding 3.4 g (78%) of the title compound, di(2-thienyl)phenylsulfonium triflate. The structure was confirmed by 1H/13C NMR spectroscopy.

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-b85de126c89e4f0ba17534802131e14e
出典データセット
uspto-grants-2004_11
特許番号
US06811961B2

反応ノート

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