1-Bromo-2-methoxynaphthalene

solid

7.0 g (345.2 mmol) of Intermediate M-1 and 95.4 g (690.4 mmol) of potassium carbonate were added to 1000 mL of N, N-dimethylformamide in a 2000 mL flask, and then 32.2 ml of methyl iodide (MeI) (517.7 mmol) was slowly added dropwise.Thereafter, the mixture was stirred at room temperature for 12 hours under a stream of nitrogen.The resulting mixture was added to 3000 mL of distilled water and the crystallized solid was filtered to obtain Intermediate M-2 (101.1 g, 83percent yield).In a 500 mL round three-necked flask, 2-bromonaphthalen-2-ol (30.0 g, 134.5 mmol)Potassium hydroxide (KOH) (11.3 g, 201.7 mmol)And 300 mL of DMSO, After stirring for 10 minutes under a nitrogen atmosphere, After allowing the reaction to cool in an ice-water container, iodomethane (28.6 g, 201.7 mmol) is slowly added dropwise. When iodomethane injection is completed, After stirring at room temperature for 12 hours in a nitrogen atmosphere, After stirring at 50 ° C. for 1 hour, Lower the temperature to ambient temperature. After mixing with 500 mL of water, Extract with diethyl ether. After washing the organic mixture three times with distilled water, After removing moisture with anhydrous magnesium sulfate (MgSO 4)The solvent was removed by a rotary evaporator, It was purified with normal hexane using a silica gel chromatography tube, 22.0 g (yield 69.0percent) of 1-bromo-2-methoxynaphthalene as a white solid content was obtained.General procedure: To a 10 mL round bottom flask equipped with a magnetic stir bar were added phenols or alkenes (0.1 mmol), CBrGeneral procedure: 1-Methoxy-3, 5-dimethylbenzene(100mg, 0.73 mmol), N-Bromosuccinimide (NBS, 260 mg, 1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reaction was monitored by TLC/General procedure: 1-Methoxy-3, 5-dimethylbenzene (100mg, 0.73 mmol), N-Bromosuccinimide (NBS, 260 mg, 1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reactionwas monitored by TLC/General procedure: A mixture of substrate (1 mmol), CuBr

Molecular Weight:237.09
XLogP3:3.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:235.98368
Monoisotopic Mass:235.98368
Topological Polar Surface Area:9.2
Heavy Atom Count:13
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes