4-Bromostyrene → HCID 58288379, compound

Temperature

0 °C

5.0 g (27.31 mmol) of 4-bromostyrene were dissolved in 40 ml of dichloromethane and cooled to 0° C., and 13.21 g (81.94 mmol) of triethylamine trihydrofluoride were added. 5.83 g (32.78 mmol) of N-bromosuccinimide were then added in three portions. The mixture was stirred at RT overnight. After dilution with dichloromethane, the reaction mixture was poured onto ice-water. The organic phase was washed successively with 1 N hydrochloric acid, water and saturated sodium bicarbonate solution, dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase pentane). This gave 4.14 g (53.8% of theory) of the title compound.

1. washThe organic phase was washed successively with 1 N hydrochloric acid, water and saturated sodium bicarbonate solution
2. dry with materialdried over magnesium sulphate
3. concentrationconcentrated under reduced pressure
4. customThe residue was purified by chromatography on silica gel (mobile phase pentane)

ORD record

ord-e8068b2a9f1d4c61b0cb4fd62347d7ce

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09018414B2