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

HRID 926950노트

반응식

HRID 926950 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-7576ef88b31c45f88cea97b5c8445aab
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290446B2

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