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ChemicalBook CAS DataBase List Diethyl fluoromalonate
685-88-1

Diethyl fluoromalonate synthesis

10synthesis methods
-

Yield:685-88-1 85%

Reaction Conditions:

with triethylamine pentahydrogen fluoride salt;iodosylbenzene in 1,2-dichloro-ethane at 70; for 24 h;Reagent/catalyst;Concentration;

Steps:

Fluorination of Malonic Esters 1; General Procedure
General procedure: PhIO (550 mg, 2.5 mmol), Et3N·5HF (800 mg, 4 mmol), and DCE (1 mL)were placed in a Teflon test tube. After stirring at r.t. for 15 min, the appropriate malonic ester 1 (1 mmol) and DCE (1 mL) were added. The test tube was sealed with a septum rubber and heated at 70 °C for 24 h with stirring. The reaction mixture was neutralized with aq NaHCO3 and the product was extracted with CH2Cl2 (3 × 10 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), and concentrated under reduced pressure. The product was purified by column chromatography on silica gel with hexane-CH2Cl2 as eluent.

References:

Kitamura, Tsugio;Muta, Kensuke;Oyamada, Juzo [Synthesis,2015,vol. 47,# 20,art. no. SS-2015-F0334-OP,p. 3241 - 3245]

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