Application of 869725-53-1 ,Some common heterocyclic compound, 869725-53-1, molecular formula is C8H6BrF3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
STEP A: Preparation of (2-bromo-5-trifluoromethyl-benzyloxy)-tert-butyl-dimethyl-silane To a solution of (2-bromo-5-(trifluoromethyl)phenyl)methanol (from Preparation 2, 10 g, 39 mmol) in DMF (20 mL) was added imidazole (5.87 g, 86.3 mmol) followed by t-butyldimethylsilyl chloride (7.11 g, 47.2 mmol) and the reaction was stirred at room temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by chromatography over 25+M Biotage silica column (eluted with 0-20% ethyl acetate in heptane) (5CV), 20% (1 CV) to afford a colorless oil (14 g, 97%) of the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 0.15 (s, 6H) 0.98 (s, 9H) 4.75 (s, 2H) 7.36 (m, 1H) 7.60 (d, J=8.3 Hz, 1H) 7.84 (s, 1H)). GCMS: 311 (M-57, t-bu).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 869725-53-1, 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Pfizer Inc; US2007/213371; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts