1-Bromo-2,5-dimethoxybenzene

clear colorless to yellowish liquid

To a suspension solution of 3 (13.3 g, 65 mmol) and K2CO3 (35.9g, 260 mmol) in dried acetone (100 mL) under nitrogen atomosphere, MeI (11.1 g, 3.1 mmol) was slowlyadded under ice bath. After the addition, the mixture was allowed to warm to room temperature and wasstirred overnight. After completion of the reaction, the K2CO3 was filtered out, then the filtrate evaporatedunder reduced pressure and the residue was subjected to flash column chromatography (petroleumether: EtOAc, 30:1, V/V) to give 4 (13.9 g, 97.9percent) as a colourless oilGeneral 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/Synthesis of 2-bromo-1, 4-dimethoxybenzene0.28 g (2.03 mmol; manufactured by Tokyo Chemical Industry Co., Ltd.) of 1, 4-dimethoxybenzene and 0.98 g (2.09 mmol) of DITB obtained in as a brominating agent and 4 mL of acetic acid were added to a test tube , And the mixture was stirred at 50 ° C. for 6 hours. After completion of the reaction, quantitative determination using gas chromatography (internal standard substance: chlorobenzene) confirmed the formation of the target product in a yield of 75percent.: Preparation of 2, 5-dimethoxybromobenzene (1); [00101] In a one liter round-bottom flask, a solution of bromine (16.0 g, 100 mmol) in acetic acid (50 ml) was added dropwise to a solution of 1 , 4- dimethoxybenzene (13.8 g, 100 mmol) in chloroform and methanol (400 ml) at 0General procedure: A mixture of substrate (1 mmol), CuBrGeneral procedure: NH

Molecular Weight:217.06
XLogP3:2.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:215.97859
Monoisotopic Mass:215.97859
Topological Polar Surface Area:18.5
Heavy Atom Count:11
Complexity:119
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes