Yield:38330-80-2 89%

Reaction Conditions:

with potassium tert-butylate;water in ethanol at 40;Inert atmosphere;

Steps:

4.1. Synthesis of alkyl potassium malonates and α-alkylated ethyl potassium malonates
General procedure: According to the literature procedure,^10e a 250 mL, two-necked, round-bottomed flask was charged with diethyl malonate (40.0 mmol), water (40.0 mmol), and ethanol (45 mL), the mixture was stirred in 40 °C oil bath for 2 h. After that, a solution of potassium tert-butoxide (40.0 mmol) in ethanol (45 mL) was added slowly over 30 min. After completion of addition, the reaction mixture was stirred in 40 °C oil bath until consumption of the starting material (monitored by GC analysis). After removing the ethanol solvent by slow evaporation on rotary evaporator, 20 ml diethyl ether was added. The resulting solid was collected by filtration, washed sequentially with 1:1 mixture of diethyl ether and ethanol (5 mL×2) and diethyl ether (10 mL×3), transferred to a round-bottomed flask and dried under vacuum at 50 °C for 10 h to provide ethyl potassium malonate in 85% yield.

References:

Feng, Yi-Si;Wu, Wei;Xu, Zhong-Qiu;Li, Yan;Li, Ming;Xu, Hua-Jian [Tetrahedron,2012,vol. 68,# 9,p. 2113 - 2120] Location in patent:supporting information; experimental part

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