Uses
2-Chloroethyl Methyl Ether is used as a reagent in the synthesis of Piperonyl Methoxyethyl Ether (P490475); a selective inhibitor of the cytochrome P450-dependent monooxygenase from the housefly.
Chemical Properties
clear colorless to yellowish liquid
Uses
2-Chloroethyl methyl ether (2-Methoxyethyl chloride) was used in the synthesis of acyclic nucleosides of thieno[2,3-
d]pyrimidine derivatives.
Uses
2-Chloroethyl methyl ether was used in the synthesis of acyclic nucleosides of thieno[2,3-d] pyrimidine derivatives.
Synthesis
To a round-bottomed flask equipped with a distillation apparatus, calcium carbonate (27.3 g, 273.2 mmol), dimethyl sulfate (23.5 mL, 248.4 mmol) and 2-chloroethanol (16.6 mL, 248.4 mmol) were added sequentially. The reaction mixture was heated to 120-130°C and the reaction was continued until distillation ceased (about overnight). After completion of the reaction, the distillate was diluted with ether and washed with 2N NaOH solution. The aqueous layer was again extracted with ether, and all ether layers were combined and dried with anhydrous magnesium sulfate (MgSO). Finally, the target product 2-chloroethyl methyl ether (16) was obtained as a colorless liquid by conventional distillation (collection of fractions with a vapor temperature of 88-90°C). Yield: 10.2 g, 43% yield.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 8, p. 1784 - 1788
[2] Journal of the American Chemical Society, 1924, vol. 46, p. 2530
