Reacción #2383773
ord-26ee7c345b06443cb25915c9be1fb57a
Ecuación de reacción
1,2-bis(bromomethyl)naphthalene
N-bromosuccinimide
2,2′-azobis(isobutyronitrile)
→
1-(bromomethyl)-2-(dibromomethyl)naphthalene
Rendimiento 64.0%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Filtraciónthe reaction mixture was filtered
- 2Lavadothe residue was washed with 150 ml of dichloromethane
- 3workup.ADDITIONThe combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene
- 4Otrowas obtained
Procedimiento
In 150 ml of carbon tetrachloride, 20 g (64 mmole) of 1,2-bis(bromomethyl)naphthalene and 23 g (130 mmole) of N-bromosuccinimide were suspended. To the obtained suspension, 1.1 g (6.7 mmole) of 2,2′-azobis(isobutyronitrile) was added and the mixture was vigorously stirred at 100° C. for 2 hours. After the reaction was completed, the reaction mixture was filtered and the residue was washed with 150 ml of dichloromethane. The filtrate and the washing were combined. The combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene was obtained.