2-BROMO-4-(TRIFLUOROMETHYL)PHENOL

Light brown liquid

tert-butyl 2-(2-bromo-4-(trifluoromethyl)phenoxy)acetate (15)a) 4.8 ml of Bromine (92.6 mmol, 1 eq.) in 50ml of DCM was added dropwise to a solution of 15g of 4-(trifluoromethyl)phenol (92.6 mmol, leq.) in 200 ml of DCM at rt. Tthe mixture was stirred overnightand then washed with aqueousNa2SCh and brine, dried, and evaporated in vacuo to give 20 g (90percent) 2-bromo- 4-(trifluoromethyl)phenol (14) exhibiting 90percent purity by HPLC.32 g of p-trifluoromethylphenol was dissolved in 200 ml of dichloromethane, Under cooling, equimolar bromine was added dropwise, About 2h drops finished, Then stirred at room temperature for 12 h, The system was washed with saturated sodium bicarbonate to neutral, dry, The solvent was distilled off to obtain 40 g of a thick liquid.The resulting thickened liquid is 2-bromo-4-trifluoromethylphenol, Weigh compound 42-1 (200mg, 0.83mmol) in trifluoroacetic acid (5ml), Ulotropine (233 mg, 1.66 mmol) was added in portions. The system was reacted at reflux for 10 h. After the reaction is over, Adjust the system to pH = 1 with 1N hydrochloric acid solution, The aqueous phase was extracted with ethyl acetate (15 mL x 3), Combined organic phases, The organic phase was washed with saturated brine (10 mL x 1), Dried over anhydrous sodium sulfate, The solvent was distilled off under reduced pressure, The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate = 50: 1), Compound 42-2 (white solid, 115 mg) was obtained.

Molecular Weight:241.00
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:239.93976
Monoisotopic Mass:239.93976
Topological Polar Surface Area:20.2
Heavy Atom Count:12
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes