Diethyl Ether → Di(1-naphthyl)phenylsulfonium triflate

HRID 2414214

反応式

HRID 2414214 の反応式
[C:1]1([S:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[O-:22][S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24].[C:30]1([I+]C2C=CC=CC=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.CCOCC>O>[O-:25][S:23]([C:26]([F:29])([F:28])[F:27])(=[O:24])=[O:22].[C:1]1([S+:11]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 625448Di(1-naphthyl)sulfideHCID 2737137Diphenyliodonium trifluoromethanesulfonate

生成物 1

HCID 22644402Di(1-naphthyl)phenylsulfonium triflate収率 90%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Di(1-naphthyl)sulfide (3 g, 0.0104 mole), diphenyliodonium triflate (5.8 g, 0.0135 mole) and copperbenzoate (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 ether was added and the mixture vigorously stirred overnight to achive solidification. Filtration and washing with 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 4.8 g (90%) of the title compound, di-(1-naphtyl)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 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-65259a8d9eb74c7cbd2cbf84a81bfdb2
出典データセット
uspto-grants-2004_11
特許番号
US06811961B2

関連ノート

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