Reaktion #50713

Reaktionsgleichung

boron tribromide

8-(4-methoxyphenyl)octylbromide

water

→

8-(4-hydroxyphenyl)octylbromide

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe dichloromethane separated
2. 2
   Waschenwashed with water
3. 3
   Trocknendried over anhydrous magnesium sulphate
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto give an oil, which
6. 6
   Sonstigewas chromatographed over flash silica
7. 7
   Wascheneluting with chloroform

Vorschrift

A 1M solution of boron tribromide in dichloromethane (5 ml, 5 mmol) was added to an ice water cooled solution of 8-(4-methoxyphenyl)octylbromide (1.5 g, 5 mmol) in dichloromethane (10 ml). After 4 hours at room temperature, water was added and the dichloromethane separated, washed with water, dried over anhydrous magnesium sulphate, and evaporated to give an oil, which was chromatographed over flash silica, eluting with chloroform, followed by 2% methanol in chloroform to give 8-(4-hydroxyphenyl)octylbromide as an oil (MS: M+ =284).

Quelle