Water → 2-Bromo-1-benzofuran

HRID 1501076

Reaktionsgleichung

Reaktionsgleichung von HRID 1501076
[Br:1][C:2](Br)=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].P([O-])([O-])([O-])=O.[K+].[K+].[K+].O>O1CCCC1.[Cu]I>[Br:1][C:2]1[O:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=1

Komponenten

6

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 2-(2,2-dibromovinyl)phenol (2.8 g, 10 mmol) in tetrahydrofuran (30 mL) was added copper (I) iodide (0.1 g, 0.5 mmol) and potassium phosphate (4.2 g, 20 mmol). The reaction mixture was stirred at 80° C. under nitrogen atmosphere for 12 hours. After the reaction, the mixture was poured into water (200 mL) and the mixture was extracted with ethyl acetate (200 mL). The organic phase was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20) to give the pure product 2-bromobenzofuran (1.8 g, 92%).

Aufarbeitung

  1. customAfter the reaction
  2. extractionthe mixture was extracted with ethyl acetate (200 mL)
  3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated
  6. customthe residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20)

Quellen und Nachweise

ORD-Eintrag
ord-8489cbb7f6b945b39df28733c1ae5143
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206128B2

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