1,4-Dibromobenzene → 2-(4-bromophenyl)-4,6-diphenyl-1,3,5-triazine

Temperature

-70 °C

1,4-Dibromobenzene 2.64 g (11.2 mmol) was dissolved in 30 mL of dried tetrahydrofuran and cooled down to −70° C. A hexane solution (1.6M) 7.4 mL (11.8 mmol) was dropwise added slowly to the above solution and stirred at −70° C. for 30 minutes. A tetrahydrofuran solution of 2-chloro-4,6-diphenyl-1,3,5-triazine 3.00 g (11.2 mmol) was dropwise added to the above mixture at −70° and stirred at −70° C. for 30 minutes, and then the solution was heated slowly up to room temperature and stirred further for 1.5 hour. The mixture thus obtained was extracted with ethyl acetate, and the organic layer was washed in order with water and a saturated saline solution and dried on anhydrous magnesium sulfate. Then, the solvent was removed by distillation, and the residue was refined by silica gel chromatography to thereby obtain 1.48 g (yield: 34%) of 2-(4-bromophenyl)-4,6-diphenyl-1,3,5-triazine.

1. stirringstirred at −70° C. for 30 minutes
2. temperaturethe solution was heated slowly up to room temperature
3. stirringstirred further for 1.5 hour
4. customThe mixture thus obtained
5. extractionwas extracted with ethyl acetate
6. washthe organic layer was washed in order with water
7. dry with materiala saturated saline solution and dried on anhydrous magnesium sulfate
8. customThen, the solvent was removed by distillation

ORD record

ord-12a4a7ec02ad40c388a949079431ccf1

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08217570B2