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ChemicalBook CAS DataBase List 2,2-Diethoxyethanol
621-63-6

2,2-Diethoxyethanol synthesis

13synthesis methods
-

Yield:621-63-6 88.7%

Reaction Conditions:

with sodium tetrahydroborate in dimethoxyethane, 1,2;ethanol at 50; for 7 h;Heating / reflux;

Steps:

F Example F. 2,2-Diethoxy-ethanol.
302,6 g (8 mol) of sodium borohydride was added to 2 1 of 1,2-dimethoxyethane (monoglyme) with stirring, after which 704,8 g (4 mol) ethyl diethoxyacetate dissolved in 4 1 of ethanol was added dropwise within 4 hours so that the temperature was kept below 50 °C. The mixture was then heated to reflux for 3 hours. Then 2 1 of ethanol was distilled off, and 4 1 of water was added dropwise while the remaining ethanol and then the 1,2-dimethoxyethane was removed by distillation. During the water addition an abundant precipitate was formed which dissolved towards the end of the addition. The mixture was cooled on an icebath and 600 g of potassium carbonate was dissolved therein while stirring. The mixture was extracted with 2 1 of diethyl ether and dried with MgSO4. The diethyl ether was evaporated off and the crude product was distilled in vacuo at 75-76 °C (15 mm Hg). Yield = 475.8 g = 88.7 % [] Elemental analysis: CalculatedC 53.7%H 10.5%FoundC 53.11%H 10.57%IR: 3441 cm-1; 2976 cm-1; 2931 cm-1 ; 2883 cm-1; 1445 cm-1 1374 cm-1; 1345 cm-1; 1235 cm-1; 1134 cm-1; 1073 cm-1 (Between KBr plates)

References:

A/S GEA Farmaceutisk Fabrik EP1030841, 2004, B1 Location in patent:Page 11

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