Water → 2-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 34031

Reaktionsgleichung

Reaktionsgleichung von HRID 34031
[CH3:1][C:2]1([CH3:9])[C:6]([CH3:8])([CH3:7])[O:5][BH:4][O:3]1.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH:14]=[CH2:15].O>C1(C)C=CC=CC=1.C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Rh].[Rh]>[F:10][C:11]1[CH:12]=[C:13](/[CH:14]=[CH:15]/[B:4]2[O:5][C:6]([CH3:8])([CH3:7])[C:2]([CH3:9])([CH3:1])[O:3]2)[CH:16]=[CH:17][CH:18]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 676913-FluorostyreneHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolane

Produkt 1

HCID 597970362-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6436379Rhodium, di-mu-chlorobis((1,2,5,6-eta)-1,5-cyclooctadiene)di-KatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 11 mg of chloro(1,5-cyclooctadiene)-rhodium(I) dimer and 0.61 mL of 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in 15 mL toluene was added dropwise 1.0 mL of 3-fluorostyrene, and stirred at room temperature for 4 hours. The reaction solution was added with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resultant crude product was purified and separated by silica gel column chromatography (diethyl ether:n-hexane=1:19), to afford 311 mg of the title compound as a pale yellow oil.

Aufarbeitung

  1. dry with materialdried over anhydrous magnesium sulfate
  2. customThe solvent was evaporated
  3. customthe resultant crude product was purified
  4. customseparated by silica gel column chromatography (diethyl ether:n-hexane=1:19)

Quellen und Nachweise

ORD-Eintrag
ord-19f3cf7530ff411ea7fc46d3b23c22cf
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429609B2

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