Реакция #1973981

Уравнение реакции

product

methyl 2-(2-acetyl-5-bromophenoxy)acetate

dibenzoyl peroxide

N-bromosuccinimide

→

title compound

Выход 32.0%

6-bromo-3-(bromomethyl)benzofuran

Выход 32.0%

Растворители

chlorobenzene

Условия реакции

Обработка

1. 1
   Температураat reflux for 2 h
2. 2
   ТемператураThe mixture was cooled
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated
5. 5
   Другоеpurified by column chromatography on silica gel
6. 6
   Промывкаeluting with 7-30% chloroform in hexanes

Методика

A solution of the product from Example 58, Part C (1.0 g, 4.74 mmol) and dibenzoyl peroxide (287 mg, 1.19 mmol) in chlorobenzene (24 mL) at reflux was treated in four portions with N-bromosuccinimide (843 mg, 4.74 mmol) over 30 min. The mixture was then stirred at reflux for 2 h. The mixture was cooled, filtered and concentrated and purified by column chromatography on silica gel, eluting with 7-30% chloroform in hexanes. The procedures afforded the title compound as a light yellow oil (438 mg, 32%).

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