Dichloromethane → HCID 18362461、化合物

HRID 381205

反応式

HRID 381205 の反応式
[S:1]([C:5]([C:8]([C:11]([C:14]([F:17])([F:16])[F:15])([F:13])[F:12])([F:10])[F:9])([F:7])[F:6])([O-:4])(=[O:3])=[O:2].[K+].S([O-])(O)(=O)=O.[CH3:24][C:25]1[CH:30]=[CH:29][C:28]([I+:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH:39]([CH3:41])[CH3:40])=[CH:34][CH:33]=2)=[CH:27][CH:26]=1.C(Cl)Cl>O.CO>[S:1]([C:5]([C:8]([C:11]([C:14]([F:15])([F:16])[F:17])([F:12])[F:13])([F:10])[F:9])([F:7])[F:6])([O-:4])(=[O:3])=[O:2].[CH3:24][C:25]1[CH:26]=[CH:27][C:28]([I+:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH:39]([CH3:41])[CH3:40])=[CH:34][CH:33]=2)=[CH:29][CH:30]=1

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 23675274Potassium perfluorobutanesulfonateHCID 86591397HCID 86591397、化合物

生成物 1

HCID 18362461HCID 18362461、化合物収率 34.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

4.5 g of potassium nonaflate is suspended in 15 ml of water. To the solution is added 4.93 g of the crude (4-methylphenyl)(4′-isobutylphenyl)iodonium hydrogensulfate dissolved in 10 ml of methanol. The mixture is stirred for 1 hour at room temperature. 15 ml of methylene chloride is added to the solution and stirred overnight at room temperature. The product is extracted with methylene chloride and the organic layer is washed with water, dried over MgSO4, and concentrated. The residue is purified by flash chromatography on silica gel with methylene chloride and ethanol (95:5) as eluent, yielding 2.46 g (3.8 mmol; 34%) of (4-methylphenyl)(4′-isobutylphenyl)iodonium nonaflate as a brown resin. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 0.88 (d, 6H), 1.84 (m,1H), 2.41 (s, 3H), 2.50 (d, 2H), 7.21-7.26 (m, 4H), 7.84 (d, 4H). Elemental analysis: calculation for C21H20O3F9SI

後処理

  1. stirringstirred overnight at room temperature
  2. extractionThe product is extracted with methylene chloride
  3. washthe organic layer is washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue is purified by flash chromatography on silica gel with methylene chloride and ethanol (95:5) as eluent

出典と根拠

ORDレコード
ord-b1f4c4838e314a28833b44c048f8935a
出典データセット
uspto-grants-2001_10
特許番号
US06306555B1

関連ノート

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