P-Xylene → (2,5-Dimethylphenyl)(fluoromethyl)(p-tolyl)sulfonium tetrafluoroborate

HRID 2199381ノート

反応式

HRID 2199381 の反応式
[F:1][CH2:2][S:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1)=O.[CH3:12][C:13]1[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=1.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.[H+].[B-:36]([F:40])([F:39])([F:38])[F:37]>C(OCC)C>[F:37][B-:36]([F:40])([F:39])[F:38].[CH3:12][C:13]1[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][C:18]=1[S+:3]([CH2:2][F:1])[C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 7809P-XyleneHCID 28118Tetrafluoroboric acidHCID 67749Trifluoromethanesulfonic anhydrideHCID 3251341-(Fluoromethylsulfinyl)-4-methylbenzene

生成物 1

HCID 87429510(2,5-Dimethylphenyl)(fluoromethyl)(p-tolyl)sulfonium tetrafluoroborate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

1-((fluoromethyl)sulfinyl)-4-methylbenzene (535 mg, 3.38 mmol) of example 5 was dissolved in dry diethyl ether (15 mL) under an argon atmosphere. P-xylene (0.42 mL, 1.0 eq) was added to the previous solution. The mixture was cooled to a temperature below −50° C. After stabilizing the temperature, trifluoromethanesulfonic anhydride (0.52 mL, 0.92 eq) was added slowly maintaining the same temperature. The mixture was stirred, at the same temperature, until the reaction was complete. HBF4 in diethyl ether solution (54%, 1.29 mL, 2.77 eq) was added. The resulting suspension was stirred for 30 minutes. The precipitate tetrafluoroborate salt was isolated by filtration and washed with diethyl ether at 0° C. The desired product was obtained as a slightly yellow oily solid (2.25 g). after heating at room temperature

後処理

  1. temperatureThe mixture was cooled to a temperature below −50° C
  2. additionwas added slowly
  3. temperaturemaintaining the same temperature
  4. stirringThe resulting suspension was stirred for 30 minutes

出典と根拠

ORDレコード
ord-849685a8f7d4445ab55ae6684483d72a
出典データセット
uspto-grants-2016_06
特許番号
US09359294B2

反応ノート

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