Potassium 3-methoxy-3-oxopropanoate synthesis
- Product Name:Potassium 3-methoxy-3-oxopropanoate
- CAS Number:38330-80-2
- Molecular formula:C4H5KO4
- Molecular Weight:156.18
108-59-8
38330-80-2
The general procedure for the synthesis of monomethyl malonate potassium salt from dimethyl malonate was as follows: referring to the literature method, dimethyl malonate (40.0 mmol), water (40.0 mmol), and ethanol (45 mL) were added to a 250 mL two-necked round-bottomed flask, and the mixture was stirred and mixed. The mixture was reacted in an oil bath at 40°C for 2 hours. Subsequently, a solution of potassium tert-butoxide (40.0 mmol) in ethanol (45 mL) was slowly added dropwise over 30 minutes. After the dropwise addition, the reaction was continued with stirring in a 40°C oil bath until the feedstock was completely consumed (the progress of the reaction was monitored by GC analysis). Upon completion of the reaction, the ethanol solvent was slowly evaporated using a rotary evaporator, followed by the addition of 20 mL of diethyl ether. The resulting solid product was collected by filtration and washed sequentially with a 1:1 mixture of ether and ethanol (5 mL × 2) and pure ether (10 mL × 3). The washed solid was transferred to a round-bottomed flask and dried under vacuum at 50 °C for 10 h. The final potassium salt of monomethyl malonate was obtained in 85% yield.
108-59-8
631 suppliers
$5.00/25g
38330-80-2
300 suppliers
$14.00/5g
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
67-56-1
782 suppliers
$7.29/5ml-f
105-53-3
795 suppliers
$5.00/25g
38330-80-2
300 suppliers
$14.00/5g