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ChemicalBook CAS DataBase List 1-Bromo-2-(2-methoxyethoxy)ethane

1-Bromo-2-(2-methoxyethoxy)ethane synthesis

2synthesis methods
 General Procedure for Preparation of 1-Bromo-2-(2-methoxyethoxy)ethane: Into a 25-mL round bottomed flask equipped with magnetic stir bar, addition funnel and positive flow of nitrogen were placed 15.60 mmol of a ethyleneglycol monomethyl ether. The solution was stirred for 15 min in an ice bath before the dropwise addition of phosphorous tribromide (7.81 mmol) over a 10 min period. The solution was allowed to gradually warm and stir at room temperature (rt) for 14 hrs. The solution was then heated in a 90 °C oil bath for 1 hr, at which time the solution turned yellow. The solution was allowed to cool to rt, poured onto 30 g of ice/water mixture, and made slightly basic with addition of a 10% solution of NaHCO3 (~6 mL). Subsequent extraction with diethyl ether (Et2O) (3 x 30 mL), followed by drying over MgSO4 and concentration under reduced pressure afforded a colorless oil in sufficient purity for use in subsequent reactions.
1-Bromo-2-(2-methoxyethoxy)ethane synthesis
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Yield:54149-17-6 93%

Reaction Conditions:

with phosphorus tribromide in tetrahydrofuran at 65; for 8 h;

References:

Wu, Zhongkui;Wu, Sanxie;Liang, Yingqiu [Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2003,vol. 59,# 7,p. 1631 - 1641]

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