Continuously updated synthesis method about 1,4-Dibromo-2,5-dimethylbenzene

The synthetic route of 1074-24-4 has been constantly updated, and we look forward to future research findings.

Reference of 1074-24-4,Some common heterocyclic compound, 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, molecular formula is C8H8Br2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 100 ml flask, with a magnetic stirrer, thermometer and coolant, in an inert atmosphere, the following were loaded, in order: 1 ,4-dibromo-2,5-dimethybenzene (Aldrich) (13.20 g; 50.0 mmoles) [dihalogenated acrylic compound having general formula (II) wherein Rn = methyl and X = bromine] and carbon tetrachloride (Aldrich) (1590 ml) and, after heating to reflux temperature, for 5 minutes, a bromine solution (Aldrich) (10.80 ml; 210 mmoles) in carbon tetrachloride (Aldrich) (50 ml) was added, by dripping: the reaction mixture obtained was maintained at reflux temperature, under stirring, and subjected to radiation with an incandescent lamp at 500 W (UV radiation emitted at 300 nm), for 4 hours. Subsequently, after cooling to room temperature (25°C), the reaction mixture obtained was placed in a 500 ml separator funnel: a concentrated aqueous solution of sodium bisulfite (NaHSOs) (Aldrich) (3 x 100 ml) and deionized water (Aldrich) (3 x 100 ml) was added to said reaction mixture and everything was extracted, obtaining an acidic aqueous phase and an organic phase. The entire organic phase (obtained by joining the organic phases deriving from the three extractions) was subsequently anhydrified on sodium sulfate (Aldrich) and evaporated. The residue obtained was recrystallized from ethyl acetate (Aldrich) (50 ml), obtaining 26.04 g of 1 ,4-dibromo-2,5- bis(dibromomethyl)benzene having formula (III) as white crystals (yield 89percent).

The synthetic route of 1074-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENI SPA; BIANCHI, Gabriele; PASINI, Dario; NITTI, Andrea; (67 pag.)WO2019/175367; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary