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ChemicalBook CAS DataBase List 1,2-BIS(CHLOROMETHYL)-4,5-DIMETHYLBENZENE
2362-16-5

1,2-BIS(CHLOROMETHYL)-4,5-DIMETHYLBENZENE synthesis

5synthesis methods
-

Yield:102-46-5 20% ,2362-16-5 72%

Reaction Conditions:

with hydrogenchloride;1-ethyl-3-methylimidazolium hexafluorophosphate at 70; for 5 h;Ionic liquid;

Steps:

2.3 General Experimental Procedure for the chloromethylation of aromatic hydrocarbons

General procedure: All the three-necked flasks were loaded with aromatic hydrocarbon (16.4 mmol), paraformaldehyde (36.3 mmol), 16 mL of concentrated hydrochloric acid and IL (4.92 mmol). The reaction mixture was stirred at 70°C for an appropriate time. After the reaction, the mixture was filtered and extracted with methylene chloride (3 × 20 mL). The organic phase were combined and rinsed with saturated NaHCO3 solution (2 × 20 mL) and water (2 × 20 mL).The organic phase was dried with sodium sulfate, filtered and evaporated to dryness in vacuo, and the organic residue was resolved in mehtylene chloride again, and analyzed by HPLC. Each product was separated by silica gel column chromatography, and identified by 1H NMR. Residual aqueous catalytic solution was evaporated in vacuo to a colorless liquid in 95% yield. The next run was performed under identical reaction conditions.

References:

Wang, Yun;Xi, Yanli [Journal of the Chilean Chemical Society,2013,vol. 58,# 4,p. 2196 - 2199]

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