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Dichloromethane → Triphenylsulfonium 1,1,2,2-tetrafluoro-4-(methacryloyloxy)butane-1-sulfonate

HRID 1395956
ノート
印刷プレビュー

反応式

HRID 1395956 の反応式
[F:1][C:2]([F:18])([S:14]([O-:17])(=[O:16])=[O:15])[C:3]([F:13])([F:12])[CH2:4][CH2:5][O:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9].[K+].[Br-].[C:21]1([S+:27]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.ClCCl>C(#N)C>[F:18][C:2]([F:1])([S:14]([O-:17])(=[O:16])=[O:15])[C:3]([F:13])([F:12])[CH2:4][CH2:5][O:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9].[C:34]1([S+:27]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 11984010Triphenylsulfonium BromideHCID 86667402Potassium 1,1,2,2-tetrafluoro-4-(methacryloyloxy)butane-1-sulfonate

生成物 1

HCID 86660804Triphenylsulfonium 1,1,2,2-tetrafluoro-4-(methacryloyloxy)butane-1-sulfonate収率 80%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Potassium 1,1,2,2-tetrafluoro-4-(methacryloyloxy)butane-1-sulfonate (2.00 g, 6.02 mmol) and triphenylsulfonium bromide (2.25 g, 6.57 mmol) were added to a 100 mL round bottom flask, along with 15 mL of dichloromethane and 15 mL of distilled, de-ionized water. The mixture was stirred vigorously for 36 hours. Stirring was stopped and the mixture separated into two clear layers; the organic layer was washed twice with 30 mL 1% aqueous ammonium hydroxide and five times with 30 mL of distilled, de-ionized water. Hydroquinone (1 mg) was added and dichloromethane was removed by rotary evaporation to yield the product as a colorless, viscous oil (2.65 g, 4.76 mmol; 80% yield). The oil was dissolved in acetonitrile (50 wt %) (3.9 g). 1H NMR (500 MHz, acetone-d6) δ 8.0 (m, 15H), 6.1 (s, 1H), 5.6 (s, 1H), 4.4 (t, 2H), 3.8 (m, 2H), 1.9 (s, 3H). 19F NMR (300 MHz, acetone-d6) δ −112.7 (s, 2F), −119.8 (s, 2F).

後処理

  1. distillationof distilled
  2. stirringStirring
  3. customthe mixture separated into two clear layers
  4. washthe organic layer was washed twice with 30 mL 1% aqueous ammonium hydroxide and five times with 30 mL
  5. distillationof distilled
  6. additionHydroquinone (1 mg) was added
  7. customdichloromethane was removed by rotary evaporation
  8. customto yield the product as a colorless, viscous oil (2.65 g, 4.76 mmol; 80% yield)

出典と根拠

ORDレコード
ord-c0449b5f51f74f84a0eae95b16ea9ca1
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08900792B2

反応ノート

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