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ChemicalBook CAS DataBase List Triethyl 2-fluoro-2-phosphonoacetate
2356-16-3

Triethyl 2-fluoro-2-phosphonoacetate synthesis

8synthesis methods
Triethyl 2-fluoro-2-phosphonoacetate was prepared from ethyl fluorobromoacetate/ triethyl phosphite(1:1.05) by stirring in o-xylene with 15-crown-5  for 14 h at 105℃.
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Yield:2356-16-3 96.4%

Reaction Conditions:

with 15-crown-5 in o-xylene at 105; for 14 h;Michaelis-Arbuzov Synthesis;Solvent;Temperature;Reagent/catalyst;

Steps:

1-5 Example 3
According to the proportion of raw materials, o-xylene is 10ml(based on a total mass of 1 g of ethyl fluorobromide and triethyl phosphite),The amount of 15-crown (ether)-5 is 0.20% by weight based on the mass of ethyl fluorobromoacetate.The molar ratio of ethyl fluorobromoacetate to triethyl phosphite was 1:1.05. In a dry three-necked flask equipped with a stirring device, a reflux device, and a thermometer, mesitylene, ethyl fluorobromide, triethyl phosphite, and 15-crown (ether)-5 were successively introduced, and the stirring device was turned on. The temperature was adjusted to 105 ° C under reflux for 14 h. It was monitored by TLC plate and GC-MS. After the reaction was completed, it was naturally cooled, and the low-boiling substance was evaporated under reduced pressure to obtain a yellow transparent liquid. The spur fractionation column oil pump was distilled under reduced pressure, and the temperature was collected at a temperature of 90-120 ° C / 16 mm. It is triethyl 2-fluorophosphorylacetate. The total yield in this example was tested to be 96.4%.

References:

Taicang Yun Tong New Materials Technology Co., Ltd.;Zhang Weidong CN110028525, 2019, A Location in patent:Paragraph 0017-0021

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