Reacción #1973981

Ecuación de reacción

product

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

dibenzoyl peroxide

N-bromosuccinimide

→

title compound

Rendimiento 32.0%

6-bromo-3-(bromomethyl)benzofuran

Rendimiento 32.0%

Disolventes

chlorobenzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 h
2. 2
   TemperaturaThe mixture was cooled
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   Otropurified by column chromatography on silica gel
6. 6
   Lavadoeluting with 7-30% chloroform in hexanes

Procedimiento

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%).

Fuente