Ethyl 2,4-dioxovalerate synthesis
- Product Name:Ethyl 2,4-dioxovalerate
- CAS Number:615-79-2
- Molecular formula:C7H10O4
- Molecular Weight:158.15
Ethyl 2,4-dioxovalerate can be used as an intermediate of sulfonated methylisoxazole, mainly in laboratory research and chemical production process. It can be obtained by the Kjeldahl reaction condensation of diethyl oxalate and acetone.
Yield:615-79-2 94%
Reaction Conditions:
with sodium ethanolate in ethanol at -5; for 3 h;
Steps:
Synthesis of ethyl 2, 4-dioxovalerate (1a) and itsanalogues (1b-e)
Sodium ethylate (30.0 g, 0.45 mol) was added into 300 mL of anhydrous ethanol and stirred evenly in ice-salt baths. Then the mixture solution of acetone (14.7 g, 0.3 mol) and diethyl oxalate (46.7 g, 0.32 mol) was added dropwise into sodium ethoxide-ethanol solution to keep the reaction temperature below -5 °C for 3 h. The mixture was poured into ice water. After using hydrochloric acid (1 mol/L) to keep the pH around 4, the aqueous phase was extracted with ethyl acetate (EA). The organic layer was washed twice with 150 mL water and dried over Na2SO4, filtered,and concentrated under reduced pressure; 46.5 g (94 %yield, 96 % purity) yellow liquid (1a) was obtained. Without further purification, compound 1a was used in the next reaction. 1b-h were obtained in analogous procedures.
References:
Huang, Danling;Huang, Mingzhi;Liu, Weidong;Liu, Aiping;Liu, Xingping;Chen, Xiaoyang;Pei, Hui;Sun, Jiong;Yin, Dulin;Wang, Xiaoguang [Chemical Papers,2017,vol. 71,# 11,p. 2053 - 2061]
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