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ChemicalBook CAS DataBase List 1-(2-CHLORO-ETHOXY)-2-(2-METHOXY-ETHOXY)-ETHANE
52995-76-3

1-(2-CHLORO-ETHOXY)-2-(2-METHOXY-ETHOXY)-ETHANE synthesis

2synthesis methods
-

Yield:52995-76-3 92%

Reaction Conditions:

with pyridine;thionyl chloride in toluene at 60 - 80; for 3 h;Cooling with ice;

Steps:

7

82.1 g (0.5 mol) of triethylene glycol monomethyl ether and 47.5 g (0.5 mol) of pyridine were dispersed in 240 g of toluene, and 71.3 g (0.6 mol) of thionyl chloride was added dropwise under ice cooling. Subsequently, the reaction solution was agitated by heating at 60 °C for 1 hour and at 80 °C for 2 hours. 50 g of water was added to the reaction solution, and the solution was separated to separate the organic layer. The aqueous layer was extracted with 50 g of ethyl acetate, combined with the organic layer, and washed twice with 30 g of a saturated aqueous sodium chloride solution. The organic layer was concentrated and subjected to vacuum distillation to obtain 82 g of an intermediate 2-(2-(2-methoxyethoxy)ethoxy)ethyl chloride (yield: 92%). Then, the desired 1-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)naphthalene was obtained by reacting with 1-naphthol in the same manner as in Synthesis Example 4.

References:

KR101498326,2015,B1 Location in patent:Paragraph 0132; 0133