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ChemicalBook CAS DataBase List ETHYL 2,2-DIETHOXYPROPIONATE
7476-20-2

ETHYL 2,2-DIETHOXYPROPIONATE synthesis

5synthesis methods
Ethyl 2,2-Diethoxypropionate is prepared by acetalization of ethyl or methyl pyruvates (ROH, HC(OR)3, HCl or TsOH or H2SO4; HOCH2CH2OH, TsOH, C6H6, Dean Stark).
-

Yield: 61%

Reaction Conditions:

with toluene-4-sulfonic acid in ethanol

Steps:

3.a (a)
(a) 1st Stage-Preparation of Ethyl Pyruvate Diethyl Acetal Ethyl pyruvate (22ml, 0.19 mmol) was dissolved in ethanol (30 ml) and to this was added triethyl orthoformate (35 ml) and p-toluenesulphonic acid (0.5 g) and the mixture stirred at 60° C. for 15 minutes. The temperature was slowly increased to 80° C. and the ethyl formate produced in the reaction distilled off After removal of all the ethyl formate (5 hours) the remaining mixture was neutralised with triethanolamine (0.5 ml). Ethanol was removed in vacuo and the remaining liquor distilled under reduced pressure yielding the title compound as a clear colourless liquid (30.78 g, 61%), b.p. 80-83° C. at 15 mm Hg.

References:

Newcastle University Ventures Limited US6297250, 2001, B1

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