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ChemicalBook CAS DataBase List 1,1'-oxybis[2,2-diethoxyethane]
56999-16-7

1,1'-oxybis[2,2-diethoxyethane] synthesis

2synthesis methods
-

Yield: 42%

Reaction Conditions:

Stage #1:glycoaldehyde diethyl acetal with sodium hydride in xylene for 2 h;Heating / reflux;
Stage #2:Bromoacetaldehyde diethyl acetal in xyleneHeating / reflux;

Steps:

96 Example 96; [5-CHLORO-2-82-R (TRANS)-7-(4-FLUORO-PHENOXV)-3-OXA-9-AZA-BICYCLOR3.] 3. [11NON-9-] [ YLL-2-OXO-ETHOXVE-BENZAMIDE ; 2-(2, 2-DIETHOXV-ETHOXV)-1, 1-DIETHOXV-ETHANE]
To a suspension of sodium hydride (3.0 g, 60% dispersion in mineral oil, 125 [MMOL)] in xylenes under nitrogen was added 2, 2-diethoxy-ethanol (15.3 g, 114 [MMOL)] dropwise via canula. The reaction was heated to reflux for two hours, cooled to ambient temperature followed by addition of 2-bromo-1,1-diethoxy-ethane (25.6 mL, 170 [MMOL)] dropwise. The reaction was then heated at reflux overnight. The xylenes were distilled off under atmospheric pressure. The title compound was distilled off under vacuum (6 mm Hg) at [120°C] (12.0 grams, 42 % yield)

References:

PFIZER PRODUCTS INC. WO2004/9588, 2004, A1 Location in patent:Page 64-65