反应详情

3-Tolyl 2,2-dichlorovinyl ether (12.2 g) was dissolved in carbon tetrachloride (75 ml), and N-bromosuccinimide (12.0 g) and a trace of wet benzoyl peroxide added, and the mixture refluxed for 3 hours. After filtration the solvent was evaporated from the filtrate, and the residue dissolved in ether and extracted with 1% w/v sodium hydroxide solution. The ethereal solution was dried over anhydrous magnesium sulphate, the solvent removed by evaporation under reduced pressure, and the residual oil distilled to yield a fraction boiling at 150° C/0.5 mm Hg. This fraction was shown by NMR to contain about 65% of the required product together with about 30% of unchanged starting material, the remainder being a small proportion of the dibromomethyl compound.

1. temperaturethe mixture refluxed for 3 hours
2. filtrationAfter filtration the solvent
3. customwas evaporated from the filtrate
4. dissolutionthe residue dissolved in ether
5. extractionextracted with 1% w/v sodium hydroxide solution
6. dry with materialThe ethereal solution was dried over anhydrous magnesium sulphate
7. customthe solvent removed by evaporation under reduced pressure
8. distillationthe residual oil distilled
9. customto yield a fraction boiling at 150° C/0.5 mm Hg