2-Bromo-4-tert-butylphenol

White crystalline

A solution of bromine (7.18 mL, 0.14 mol) in chloroform (25 mL) was added dropwise over 2 hours to a solution of 4-tert-butyl-phenol (20 g, 0.133 mol) in 1:1 v/v chloroform:carbon tetrachloride (64 mL) at 0° C. under nitrogen until a slight red coloration persisted (approximately 1 mL of bromine solution remained). A solution of bromine (7.18 mL, 0.14 mol) in chloroform (25 mL) was added dropwise over 2 hours to a solution of 4-tert-butyl-phenol (20 g, 0.133 mol) in 1:1 v/v chloroform:carbon tetrachloride (64 mL) at 0° C. under nitrogen until a slight red coloration persisted (approximately 1 mL of bromine solution remained). The reaction mixture was then purged with nitrogen overnight. The resulting tan solution was diluted with dichloromethane (50 mL), washed with 1percent aqueous sodium thiosulfate solution (100 mL) and saturated brine (100 mL), dried (MgSOA 2-bromo-4-tert-butyl phenol preparation method, comprising the following steps:S11. Under room temperature, 1mol dissolved in P-tert- ding Fen 300-500ml in of acetic acid, then adding 150-250ml water, stirring, add 1.01mol sodium bromide;S12. Room temperature, under stirring, 1-2 hours, dropping 10percent sodium chlorite solution (available chlorine 128, 2.0 sodium bromide equivalent), stirring the mixture at room temperature for reaction 4-8 hours.The embodiment of the invention the 2-bromo-4-tert-butyl phenol product, the conversion is 99percent or more, the yield is 97percent, content 98.3percent.A solution of 4-tert-butyl-phenol (5.070 g, 33.75 mmol) in DCM (200 mL) was cooled in ice-water bath. N-bromosuccinimide (5.020 g, 28.20 mmol) was added to the solution in three equal portions in 30 min intervals. The mixture was allowed to reach room temperature and was stirred for an additional 3 h. The mixture was concentrated under reduced pressure and the residue was triturated with MTBE (300 mL). The solid material was filtered off and the filtrate was washed with water (3.x.300 mL). The organic layer was separated, dried over sodium sulfate and concentrated to yield 8.3 g of oily residue. A 3.0 g sample of the residue was chromatographed on flash Silica (100 g), eluted with 10percent DCM in hexanes to afford 2-bromo-4-tert-butyl-phenol (2.33 g, 83percent). Example 31: 2-(2-Bromo-4-tert-butyI-phenoxy)-N-(3-fluoro-4- methanesulfonySamno-benzyl)-acetamide To a solution of bromine (15 mL) in chloroform(10 g, 62.5 mmol) The solution 0°C And 1: 1 v / v chloroform under argon: carbon tetrachloride (30 mL)4-tert-butylphenol (8.48 g, 56.5 mmol) dissolved in tetrahydrofuran Solution Slowly for 2 hours.The reaction mixture was stirred overnight.The reaction mixture was diluted with dichloromethane (50 mL) and washed with 1percent Na2SO3Aqueous solution and brine.The organic layers were combined, treated with Na2SO4, filtered and evaporated.The residue was purified by flash chromatography (eluent: normal-hexane) to give 2-bromo-4-tert-butylphenol.Yield 8.04 g (62percent).General procedure: A solution of the starting material (~10 mmol) and pTsOH (10 mol percent) in MeOH (1.0 mL per mmol starting material) was stirred for 10 min, then a solution of NBS (100 mol percent; recrystallized from H

Molecular Weight:229.11
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:228.01498
Monoisotopic Mass:228.01498
Topological Polar Surface Area:20.2
Heavy Atom Count:12
Complexity:150
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes