Реакция #50713

Уравнение реакции

boron tribromide

8-(4-methoxyphenyl)octylbromide

water

→

8-(4-hydroxyphenyl)octylbromide

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеthe dichloromethane separated
2. 2
   Промывкаwashed with water
3. 3
   Сушкаdried over anhydrous magnesium sulphate
4. 4
   Другоеevaporated
5. 5
   Другоеto give an oil, which
6. 6
   Другоеwas chromatographed over flash silica
7. 7
   Промывкаeluting with chloroform

Методика

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).

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