Reaktion #958302

Reaktionsgleichung

tetrafluoroboric acid

1-bromobenzocyclobutene

NaHCO3

KOH

→

Benzocyclobutenol

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe precipitated mercury(II) oxide was filtered off
2. 2
   Extraktionthe filtrate extracted with CH2Cl2 (3×300 mL)
3. 3
   Trocknendried with anhydrous Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto yield white crystals that
7. 7
   Sonstigewere purified via column chromatography

Vorschrift

To a stirred solution of mercury(II) oxide (591.3 mg, 2.73 mmol) and 35% aqueous tetrafluoroboric acid (TFBA) (999.4 mg, 5.46 mmol) in 1,4-dioxane (10.9 mL), 1-bromobenzocyclobutene (1.0 g, 5.46 mmol) was added. The reaction stirred at room temperature for 2 h and was then treated successively with NaHCO3 and 3N KOH until the solution remained basic. The precipitated mercury(II) oxide was filtered off and the filtrate extracted with CH2Cl2 (3×300 mL), dried with anhydrous Na2SO4, filtered, and concentrated to yield white crystals that were purified via column chromatography using a 3:2 Hexanes:EtOAc solvent system.

Quelle