4-Bromo-2-methoxyphenol

General procedure: A solution of NBuN-Bromosuccin I self-imide (180 mg, 1 mmol)Add to guaiac acid (124 mg, 1 mmol, Structure 1)In acetonitrile (20 mL);After stirring for 30 minutes, the reaction was quenched with saturated sodium thiosulfate solution, Ethyl acetate extraction three times; the combined organic phase, washed with saturated saline, Drying over anhydrous sodium sulfate and removal of the solvent under reduced pressure give the crude product, Column chromatography (ethyl acetate: petroleum ether, 10: 1), The product 4-bromo-2-methoxyphenol was obtained in a yield of 95percent.To a stirred solution of 2-methoxyphenol (5.00 g, 40 mmol) in DMF (25 mL) under an atmosphere of nitrogen at 0 °C, was added a solution of N-bromosuccinimide (7.2 g, 40 mmol) in DMF (25 mL). The resulting mixture was stirred for 30 min. Ice cold water (50 mL) was added and the mixture was warmed to room temperature. The aqueous mixture was extracted with diethyl ether (3 * 30 mL) and the combined organic extracts were washed with water (50 mL), brine (50 mL) and then dried (NaA solution of NBS (1 eq.) in DMF (50mL) was added dropwise to a solution of guaiacol (1eq.) in DMF (50mL) at 0°C. After being stirred for 30min, the reaction mixture was quenched with ice water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and then evaporated to dryness under reduced pressure. The residue was further purified by column chromatography over Silica Gel 200–300N (petroleum ether/ethyl acetate 9.5:0.5) to give 10a as an oil (78percent).General procedure: To a 10 mL round bottom flask equipped with a magnetic stir bar were added phenols or alkenes (0.1 mmol), CBr

4-bromo-2-methoxyphenol is an important organic intermediate (building block) to synthetize substituted phenzyl products, and it can also be used for the synthesis of polyfunctionalized bicyclic systems.

Molecular Weight:203.03
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:201.96294
Monoisotopic Mass:201.96294
Topological Polar Surface Area:29.5
Heavy Atom Count:10
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes