1,4-Dibromo-2,3,5,6-tetramethylbenzene

A stirrer, 150 ml with a funnel, a condenser and a nitrogen inlet was added 4-neck for 1, 2, 4, 5-tetramethyl benzene (Aldrich Co.) in a reactor under a nitrogen atmosphere then well dried round bottom flask, 8.0 g, 0.124 g of iodine and it was added 23.84ml of dichloromethane and stirred to complete dissolution. Using an addition funnel to the reaction solution was added over the bromine in 22.86 ml 2 hours. At this time, bromine is reacted in the given conditions the overall reactor wrapped in aluminum foil, taking up the block the light from the outside in order to prevent side reactions due to the light. Reaction The reaction mixture after the addition was complete for 1 hour at 50 and by the addition of a small amount of 5N aqueous sodium hydroxide solution into the flask to remove unreacted bromine. The lower part of the organic layer was transferred into a mixture of the resulting organic layer with an aqueous solution in a separatory funnel They were separated. A small amount of remaining water was removed by the addition of magnesium sulfate, filtered, and the organic layer was separated, the dichloromethane as a solvent, by re-crystallization to obtain the crystals of pure white. 60 drying them in a vacuum oven for 6 hours the objective compound 3 ', 6-dibromo--1, 2, 4, 5- tetramethylbenzene: to give the (16.53g, 95percent yield).1, 4-Dibromo-2, 3, 5, 6-tetramethylbenzene; The reagent 1, 2, 4, 5-tetramethylbenzene (25.0 g, 0.18 mol) was dissolved in 150 mL of dichloromethane. To this stirred solution was added IWill be bothTetramethylbenzene13.4 g (Compound 1) was dissolved in 25 ml of trichloromethane, 2 equivalents of bromine was added, reacted for 2 hours, washed with water;To give white solid compound 2 (26.0 g, 90percent).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 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/D.

Molecular Weight:292.01
XLogP3:4.8
Exact Mass:291.92853
Monoisotopic Mass:289.93058
Heavy Atom Count:12
Complexity:124
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes