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ChemicalBook CAS DataBase List 2-(2-Ethoxyethoxy)ethyl acetate

2-(2-Ethoxyethoxy)ethyl acetate synthesis

2synthesis methods
-

Yield:112-15-2 75%

Reaction Conditions:

Stage #1:ethoxyethoxyethanol;acetonitrile with trimethylsilyl trifluoromethanesulfonate at 20; for 65 h;Pinner Imino Ether Synthesis;
Stage #2: with water

Steps:

General procedure (GP 1) for reactions with acetonitrile or acrylonitrile.
General procedure: TMSOTf (336 mg, 1.51 mmol) is added to a solution of the alcohol (0.755 mmol) in the respective nitrile (3 mL) and the mixture is stirred at rt for 65 h. H2O (25 mL) and brine (25 mL) are added, and the mixture is extracted with EtOAc (3 × 30 mL). The combined organic layers are dried (Na2SO4) and concentrated. The crude product is purified by flash column chromatography (silica gel).

References:

Pfaff, Dominik;Nemecek, Gregor;Podlech, Joachim [Beilstein Journal of Organic Chemistry,2013,vol. 9,p. 1572 - 1577] Location in patent:supporting information

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